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Denksport

Difficulty: 1 - 3, where 3 = most difficult
2021-07-19
Step count:
19
Difficulty:
3
Total Synthesis of (–)-Tubingensin B Enabled by the Strategic Use of an Aryne Cyclization

Corsello, M. A.; Kim, J.; Garg, N. K. Nat. Chem. 2017, 9, 944–949

2021-07-12
Step count:
16
Difficulty:
1
Tandem C–H oxidation/cyclization/rearrangement and its application to asymmetric syntheses of (–)-brussonol and (–)-przewalskine E

Jiao Z.; Tu Y.; Zhang Q.; Liu W.; Zhang S.; Wang S.; Zhang F.; Jiang S. E. Nat. Commun. 2015, 6, 7332.

2021-06-28
Step count:
12
Difficulty:
1
Enantioselective Total Synthesis and Structural Revision of Dysiherbol A

Baars, J.; Grimm, I.; Blunk, D.; Neudörfl, J.-M; Schmalz, H.-G Angew. Chem. Int. Ed. 2021, 60, 14915–14920.

2021-06-21
Step count:
13
Difficulty:
2
Asymmetric Total Synthesis and Biosynthetic Implications of Perovskones, Hydrangenone, and Hydrangenone B

Yang, B.; Wen G.; Zhang Q.; Hou, M.; He. H.; Gao, S. J. Am. Chem. Soc. 2021, 143, 6370–6375

2021-06-14
Step count:
12
Difficulty:
2
Total Synthesis of (-)-Strictosidine and Interception of Aryne Natural Product Derivatives “Strictosidyne” and “Strictosamidyne”

Anthony, S. M.; Tona, V.; Zou, Y.; Morrill, L. A.; Billingsley, J. M.; Lim, M.; Tang, Y.; Houk, K. N.; Garg, N. K. J. Am. Chem. Soc. 2021, 143, 7471–7479.

2021-06-07
Step count:
19
Difficulty:
2
Enantioselective Total Synthesis of (+)-Euphorikanin A

Classen, M. J.; Böcker, M. N. A.; Roth, R.; Amberg, W. M.; Carreira, E. M. J. Am. Chem. Soc. 2021, 143, 8261-8265

2021-06-01
Step count:
12
Difficulty:
3
Enantioselective synthesis of Iboga alkaloids and vinblastine via rearrangements of quaternary ammoniums

Zhang, Y.; Xue, Y.; Li, G.; Yuan, H.; Luo, T. Chem. Sci. 2016, 7, 5530–5536

2021-05-24
Step count:
22
Difficulty:
1
Total Synthesis of the Meroterpenoid Manginoid A as Fueled by a Challenging Pinacol Coupling and Bicycle-forming Etherification

Zhang, T.; Milkovits, A.; Agarawal, V.; Taylor, C. A.; Snyder, S. A. Angew. Chem. Int. Ed. 2021, 60, 11127-11132.

2021-05-17
Step count:
23
Difficulty:
1
Clinical Targeting of HIV Capsid Protein With a Long-Acting Small Molecule

Link, J. O.; Rhee, M. S.; Tse, W. C. et al. Nature 2020, 584, 614–618.

2021-05-10
Step count:
25
Difficulty:
2
Asymmetric Total Synthesis of Dankasterones A and B and Periconiastone A Through Radical Cyclization

Chen, P.; Wang, C.; Yang, R.; Xu, H.; Wu, J.; Jiang, H.; Chen, K.; Ma, Z. Angew. Chem. Int. Ed. 2021, 60, 5512– 5518

2021-05-03
Step count:
17
Difficulty:
2
Efficient Method for the Synthesis of Amino-1,3-Oxazines from Thioureas

Richardson, J.*; Lindsay-Scott, P. J.; Larichev, V.; Pocock, E. Org. Process Res. Dev. 2020, 24, 2853−2863.

2021-04-26
Step count:
19
Difficulty:
1
Synthesis of Aspidodispermine via Pericyclic Framework Reconstruction

Reuß, F.; Heretsch, P. Org. Lett. 2020, 22, 3956–3959.

2021-04-19
Step count:
20
Difficulty:
1
Enantioselective Total Synthesis of Macfarlandin C, a Spongian Diterpenoid Harboring a Concave-Substituted cis-Dioxabicyclo-[3.3.0]octanone Fragment

Allred, T. K.;  Dieskau, A. P.; Zhao, P.;  Lackner, G. L.;  Overman, L. E. Angew. Chem. Int. Ed. 2020, 59, 6268–6272.

2021-04-12
Step count:
25
Difficulty:
1
Total Synthesis of (+)-Vallesamidine and (+)-14,15-Dehydrostrempeliopine

X. Zhang, J. C. Anderson. Angew. Chem. Int. Ed. 2019, 58, 18040−18045.

2021-04-05
Step count:
18
Difficulty:
1
Total Synthesis of (–)-Jiadifenin

Yang, Y.; Fu, X.; Chen, J.; Zhai, H. Angew. Chem. Int. Ed. 2012, 51, 9825–9828

2021-03-29
Step count:
13
Difficulty:
2
Annulative Methods Enable a Total Synthesis of the Complex Meroterpene Berkeleyone A

Ting, C.; Xu, G.; Zeng, X.; Maimone, T. J. Am. Chem. Soc. 2016, 138, 14868−14871

Xu, G.; Elkin, M.; Tantillo, D. J.; Newhouse, T. R.; Maimone, T. J. Angew. Chem., Int. Ed. 2017, 56, 12498−12502 [link]

2021-03-22
Step count:
23
Difficulty:
1
Total Synthesis of (±)-Streptonigrin: De Novo Construction of a Pentasubstituted Pyridine using Ring-Closing Metathesis

Donohoe*, T. J.;  Jones, C. R.; Barbosa, L. C. A. J. A. Chem. Soc. 2011, 133, 16418–16421.

2021-03-15
Step count:
23
Difficulty:
1
Total Synthesis of the Marine Diterpenoid Blumiolide C

Hamel, C.; Prusov, E. V.; Gertsch, J.; Schweizer, W. B.; Altmann, K-H. Angew. Chem. Int. Ed. 2008, 47, 10081–10085

2021-03-08
Step count:
19
Difficulty:
2
Total Synthesis of (±)-11-O-Debenzoyltashironin via Palladium-Catalyzed 5-endo Ene-yne Cyclization Enabled trans-5–6 Ring Fusion

Tong, J.; Xia, T.; Wang, B. Org. Lett. 2020, 22, 7, 2730–2734

2021-03-01
Step count:
26
Difficulty:
2
Synthesis of Leucascandrolide A via a Spontaneous Macrolactolization

Wang, Y.; Janjic, J.; Kozmin, S. J. Am, Chem. Soc. 2002, 124, 13670–13671. [link]

Kozmin, S. Org. Lett. 2001, 3, 755–758. [link]

2021-02-22
Step count:
24
Difficulty:
2
Total Synthesis and Stereochemical Reassignment of (±)-Indoxamycin B

Jeker, O. F.; Carreira, E. M. Angew. Chem. Int. Ed. 2012, 51, 3474-3477.

2021-02-08
Step count:
14
Difficulty:
1
Total Synthesis of the Diterpene Waihoensene

Rosenbaum, L.-C.; Häfner, M.; Gaich, T. Angew. Chem. Int. Ed. 2021, 60, 2939-2942.

2021-02-01
Step count:
19
Difficulty:
2
Synthesis of (–)-Fumagillin

Taber, D. F.*; Christos, T. E.; Rheingold, A. L.; Guzei, I. A. J. Am. Chem. Soc. 1999, 121, 5589-5590.

2021-01-25
Step count:
15
Difficulty:
2
Mimicking Oxidative Radical Cyclization of Lignan Biosynthesis using Redox-Neutral Photocatalysis

Zheng, H; Lumb, J. P. Nat. Chem. 2021, 13, 24-32.

2021-01-18
Step count:
12
Difficulty:
1
Protecting-Group-Free Syntheses of ent-Kaurane Diterpenoids: [3+2+1] Cycloaddition/Cycloalkenylation Approach

Wang, J.; Hong, B.; Hu D.-C.; Kadonaga, Y.; Tang, R.-Y.; Lei, X.-G. J. Am. Chem. Soc. 2020, 142, 2238–2243.

2021-01-11
Step count:
8
Difficulty:
1
Discovery of NVP-BYL719 a Potent and Selective Phosphatidylinositol-3 kinase Alpha Inhibitor Selected for Clinical Evaluation

Furet, P.; Guagnano, V.; Fairhurst, R. A.; Imbach-Weese, P.; Bruce, I.; Knapp, M.; Fritsch, C.; Blasco, F.; Blanz, J.; Aichholz, R.; Hamon, J.; Fabbro, D.; Caravatti, G. Bioorg. Med. Chem. Lett. 2013, 23, 3741–3748.

2020-12-21
Step count:
25
Difficulty:
2
Total Synthesis of (−)-Crinipellin A

Kang, T.; Song, S. B.; Kim, W.; Kim, B. G.; Lee, H. J. Am. Chem. Soc. 2014, 136, 10274–10276

2020-12-14
Step count:
19
Difficulty:
1
Synthesis of Eupalinilide E, a Promoter of Human Hematopoietic Stem and Progenitor Cell Expansion

T. C. Johnson, M. R. Chin, T. Han, J. P. Shen, T. Rana, D. Siegel.  J. Am. Chem. Soc. 2016, 138, 6068−6073

2020-12-07
Step count:
22
Difficulty:
2
Total Synthesis of (−)-Himalensine A

Shi, H.; Michaelides, I. N.; Darses, B.; Jakubec, P.; Nguyen, Q. N. N.; Paton, R. S.; Dixon, D. J. J. Am. Chem. Soc. 2017, 139, 17755–17758.

2020-11-30
Step count:
24
Difficulty:
1
Total Synthesis of (+)-Haperforin G

Zhang, W.; Zhang, Z.; Tang, J.-C.; Che, J.-T.; Zhang, H.-Y.; Chen, J.-H.; Yang, Z. J. Am. Chem. Soc. 2020, 142, 19487–19492

2020-11-23
Step count:
31
Difficulty:
1
Total Synthesis of Liangshanone

Huang, H.-X.; Mi, F.; Li, C.; He, H.; Wang, F.-P.; Liu, X.-Y.; Qin, Y. Angew. Chem. Int. Ed. 2020, 59, 1-7.

2020-11-16
Step count:
29
Difficulty:
2
Scalable Synthesis of Bryostatin 1 and Analogs, Adjuvant Leads Against Latent HIV

Wender, P. A.; Hardman, C. T.; Ho, S.; Jeffreys, M. S.; Maclaren, J. K.; Quiroz, R. V.; Ryckbosch S. M.; Shimizu, A. J.; Sloane, J. L.; Stevens, M. C. Science, 2017, 358, 218-223.

2020-11-09
Step count:
23
Difficulty:
1
Enantioselective Total Synthesis of the Diterpenes Kempene‐2, Kempene‐1, and 3‐epi‐Kempene‐1 from the Defense Secretion of Higher Termites

Schubert, M.; Metz, P. Angew. Chem. Int. Ed. 2011, 50, 2954–2956.

2020-11-02
Step count:
24
Difficulty:
2
Synthesis of Streptolydigin, a Potent Bacterial RNA Polymerase Inhibitor

Pronin, S. V.; Kozmin, S. A. J. Am. Chem. Soc. 2010, 132, 14394−14396.

2020-10-26
Step count:
15
Difficulty:
2
Total Synthesis of Tagetitoxin

He, C.; Chu, H.; Stratton, T. P.; Kossler, D.; Eberle, K. J.; Flood, D. T.; Baran, P. S. J. Am. Chem. Soc. 2020, 142, 13683–13688.

2020-10-19
Step count:
24
Difficulty:
2
Asymmetric Total Synthesis of Cyclocitrinol

Liu, J.; Wu, J.; Fan, J.-H.; Yan, X.; Mei, G.; Li, C.-C.; J. Am. Chem. Soc. 2018, 140, 5365–5369.

2020-10-12
Step count:
15
Difficulty:
1
Total Synthesis of (–)-Nakadomarin A

Bonazzi, S.; Cheng, B.; Wzorek, J. S.; Evans, D. A. J. Am. Chem. Soc. 2013, 135, 9338–9341.

2020-09-28
Step count:
12
Difficulty:
1
Total Synthesis of (±)-Chloranthalactone A

Yue, G.; Yang, L.; Yuan, C.; Jiang, X.; Liu, B.; Org. Lett. 2011, 13, 5460–5408.

2020-09-21
Step count:
18
Difficulty:
1
Total Syntheses of Dibromophakellstatin and Dibromoagelaspongin

Feldman, K.S.; Skoumbourdis, A. P.; Org. Lett. 2005, 7, 929–931;

Feldman, K. S.; Fodor, M. D.; J. Am. Chem. Soc. 2008, 130, 14964–14965.

2020-09-14
Step count:
35
Difficulty:
3
Total Synthesis of Talatisamine

Kamakura, D.; Todoroki, H.; Urabe, D.; Hagiwara, K.; Inoue, M.; Angew. Chem. Int. Ed. 2020, 59, 479–486.

2020-08-31
Step count:
19
Difficulty:
2
Nineteen-Step Total Synthesis of (+)-Phorbol

Kawamura, S.; Chu, H.; Felding, J.; Baran, P. S.; Nature 2016, 532, 90-93

2020-08-24
Step count:
18
Difficulty:
1
Total Synthesis and Structural Revision of Callipeltoside C

Carpenter, J.; Northrup A. B.; Chung, D.; Wiener, J. J. M.; Kim, S.-G.; MacMillan, D. W. C.; Angew. Chem. Int. Ed. 2008, 47, 3568–3572.

2020-08-17
Step count:
17
Difficulty:
1
Total Syntheses of (–)-Deoxoapodine, (–)-Kopsifoline D and (–)-Beninine

Zhou, Y.-G.; Wong, H. N. C.; Peng, X.-S. J. Org. Chem. 2020, 85, 967–976.

2020-08-10
Step count:
23
Difficulty:
1
Total Synthesis of Echinopines A and B: Exploiting a Bioinspired Late-Stage Intramolecular Cyclopropanation

Peixoto, P. A.; Richard, J. A.; Severin, R.; Chen, D. Y. K. Org. Lett. 2011, 13, 5724–5727.

2020-08-03
Step count:
17
Difficulty:
2
Total Syntheses of (–)-Conidiogenone B, (–)-Conidiogenone, and (–)-Conidiogenol

Xu, B.; Xun, W.; Su, S.; Zhai, H.; Angew. Chem. Int. Ed. 2020, 59, early view.

2020-07-27
Step count:
17
Difficulty:
1
A General Strategy to Elisabethane Diterpenes: Stereocontrolled Synthesis of Elisapterosin B via Oxidative Cyclization of an Elisabethin Precursor

Waizumi, N.; Stankovic, A. R.; Rawal, V. H. J. Am. Chem. Soc. 2003, 125, 13022–13023.

2020-07-20
Step count:
22
Difficulty:
2
Synthesis of Anhydroryanodol

Du, K.; Kier, M. J.; Stempel, Z. D.; Jeso, V.; Rheingold, A. L.; Micalizio, G. C. J. Am. Chem. Soc. 2020, ASAP.

2020-07-13
Step count:
15
Difficulty:
1
Asymmetric Total Synthesis of (+)-Waihoensene

Qu, Y.; Wang, Z.; Zhang, Z.; Zhang, W.; Huang, J.; Yang, Z. J. Am. Chem. Soc. 2020, 142, 6511–6515.

2020-06-29
Step count:
22
Difficulty:
2
Spiroacetal Formation through Telescoped Cycloaddition and Carbon–Hydrogen Bond Functionalization: Total Synthesis of Bistramide A

Han X.; Floreancig P.E. Angew. Chem. Int. Ed. 2014, 53, 11075–11078.

2020-06-21
Step count:
22
Difficulty:
3
Total Synthesis of Bryostatin 3

Trost, B.M.; Wang, Y.; Buckl, A. K.; Huang, Z.; Nguyen, M.H.; Kuzmina, O.; Science 2020, 368, 1007–1011.

2020-06-15
Step count:
13
Difficulty:
2
An Enantiospecific Route to (+)- and (–)-Chrysanthemum Dicarboxylic Acids

Fitzsimmons, B. J.; Fraser-Reid, B.; Tetrahedron 1984, 40, 1279–1287.

2020-06-08
Step count:
8
Difficulty:
1
Total Synthesis of (+)‐ and (±)‐Hosieine A

Huang, Y.; Kong, K.; Wood, J. L. Angew. Chem. Int. Ed. 2018, 57, 7664–7667.

2020-06-01
Step count:
21
Difficulty:
2
The Total Synthesis of (–)-Scabrolide A

Hafeman, N. J.;  Loskot, S. A.;  Reimann, C. E.;  Pritchett, B. P.;  Virgil, S. C.;  Stoltz, B. M.; J. Am. Chem. Soc. 2020, 142, 8585–8590.

2020-05-25
Step count:
26
Difficulty:
1
Catalytic Asymmetric Total Synthesis of Exiguolide

Oka K.; Fuchi S.; Komine, K.; Fukuda, H.; Hatakeyama, S.; Ishihara, J. Chem. Eur. J. 2020, accepted manuscript

2020-05-18
Step count:
19
Difficulty:
2
Total Synthesis of (−)-Sinulariadiolide. A Transannular Approach

Meng, Z.; Fürstner, A.; J. Am. Chem. Soc. 2019, 141, 805–809.

2020-05-11
Step count:
25
Difficulty:
1
Asymmetric Total Synthesis of Mycoleptodiscin A

Zhou, S.; Chen, H.; Luo, Y.; Zhang, W.; Li, A.; Angew. Chem. Int. Ed. 2015, 54, 6878–6882.

2020-05-04
Step count:
42
Difficulty:
2
Total Synthesis of (+)-Haplophytine

Ueda, H.; Sato. H.; Matsumoto, K.; Sugimoto, K.; Fukuyama, T.; Tokuyama, H.; Angew. Chem. Int. Ed. 2009, 48, 7600–7603

2020-04-27
Step count:
22
Difficulty:
3
Total Synthesis of (–)-Merochlorin A

Brandstätter, M.; Freis, M.; Huwyler, N.; Carreira, E. M. Angew. Chem. Int. Ed.2019, 58, 2490–2494.

2020-04-20
Step count:
13
Difficulty:
2
Total Synthesis of (–)-Pavidolide B: A Ring Contraction Strategy

Rao, R.; Hu, J.; Xuan, J.; Ding, H.; J. Org. Chem. 2019, 84, 9385–9392.

2020-04-13
Step count:
19
Difficulty:
3
Component-based Syntheses of Trioxacarcin A

Švenda, J.; Hill, N.; Myers, A. G.; Proc. Natl. Acad. Sci. U.S.A. 2011, 108, 6709–671 [link]

Magauer, T.; Smaltz, D. J.; Myers, A. G.; Nat. Chem. 2013, 5, 886–893 [link]

2020-04-06
Step count:
15
Difficulty:
2
Total Synthesis of (–)-Batrachotoxinin A: A Local-Desymmetrization Approach

Guo, Y.; Guo, Z.; Lu, J.-T.; Fang, R.; Chen, S.-C.; Luo T.; J. Am. Chem. Soc. 2020, 142, 3675–3679.

2020-03-30
Step count:
24
Difficulty:
2
Total Synthesis of (–)-Allosecurinine

Leduc, A. B.; Kerr, M. A.; Angew. Chem. Int. Ed. 2008, 47, 7945–7948.

2020-03-23
Step count:
15
Difficulty:
2
Divergent Synthesis of Antiviral Diterpenes Wickerols A and B

Deng, J.;  Ning, Y.;  Tian, H.; Gui, J.; J. Am. Chem. Soc. 2020, 142, 4690–4695.

2020-03-09
Step count:
16
Difficulty:
3
A 16-Step Synthesis of the Isoryanodane Diterpene (+)-Perseanol

Han, A; Tao, Y.; Reisman, S. E.; Nature 2019, 573, 563–567.

2020-03-02
Step count:
29
Difficulty:
2
Diastereoselective Total Synthesis of (±)-Schindilactone A

Xiao, Q.; Ren, W.-W.; Chen, Z.-X.; Sun, T.-W.; Li, Y.; Ye, Q.-D.; Gong, J.-X.; Meng, F.-K.; You, L.; Liu, Y.-F.; Zhao, M.-Z.; Xu, L.-M.; Shan, Z.-H.; Shi, Y.; Tang, Y.-F.; Chen, J.-H.; Yang, Z.; Angew. Chem. Int. Ed. 2011, 50, 7373–7377.

2020-02-24
Step count:
22
Difficulty:
2
Total Synthesis of (−)-Oridonin: An Interrupted Nazarov Approach

L. Kong, F. Su, H. Yu, Z. Jiang, Y. Lu, and T. Luo, J. Am. Chem. Soc. 2019, 141, 20048–20052.

2020-02-10
Step count:
47
Difficulty:
3
Total Synthesis of Solanoeclepin A

Tanino, K.; Takahashi, M.; Tomata, Y.; Tokura, H.; Uehara, T.; Narabu, T.; Miyashita, M. Nat. Chem. 2011, 3, 484–488.

2020-02-03
Step count:
14
Difficulty:
2
Synthesis of Myrocin G, the Putative Active Form of the Myrocin Antitumor Antibiotics

Economou, C.; Tomanik, M.; Herzon, S. B. J. Am. Chem. Soc. 2018, 140, 16058−16061.

2020-01-27
Step count:
19
Difficulty:
2
Total Synthesis of Jatrophatrione

L. A. Paquette, J. Yang, Y. O. Long J. Am. Chem. Soc. 2002, 124, 6542–6543.

2020-01-13
Step count:
17
Difficulty:
2
Total Synthesis of the Sesquiterpenoid Periconianone A Based on a Postulated Biogenesis

Liffert, R.; Linden, A.; Gademann, K. J. Am. Chem. Soc. 2017, 139, 16096–16099.

2020-01-06
Step count:
29
Difficulty:
2
Total Synthesis of (+)‐Daphmanidin E

Weiss, M. E.; Carreira, E. M Angew. Chem. Int. Ed. 2011, 50, 11501–11505.

2019-12-16
Step count:
7
Difficulty:
1
Novel DNA Gyrase Inhibiting Spiropyrimidinetriones with a Benzisoxazole Scaffold

Basarab, G. S.; Brassil, P.; Doig, P.; Galullo, V.; Haimes, H. B.; Kern, G.; Kutschke, A. McNulty, J.; Schuck, V. J. A.; Stone, G.; Gowravaram, M. J. Med. Chem. 2014, 57, 9078–9095.

2019-12-09
Step count:
10
Difficulty:
1
Total Synthesis of Hyperforin

Ting, C. P.; Maimone, T. J. Am. Chem. Soc. 2015, 137, 10516-10519.

2019-12-02
Step count:
15
Difficulty:
2
A 15-Step Synthesis of (+)-Ryanodol

Chuang, K. V.; Xu, C.; Reisman, S. E. Science 2016, 353, 912-915.

2019-11-25
Step count:
15
Difficulty:
1
Total Synthesis of Isomalabaricane Triterpenoids

Boyko, Y. D.; Huck, C. J.; Sarlah, D. J. Am. Chem. Soc. 2019, 141, 14131-14135.

2019-11-18
Step count:
16
Difficulty:
1
Total Synthesis of Viridin and Viridiol

Ji, Y Xin, Z. He, H. and Gao, S. J. Am. Chem. Soc. 2019, 141, 16208-16212.

2019-11-11
Step count:
23
Difficulty:
2
Total Synthesis of the Diterpenoid Alkaloid Arcutinidine Using a Strategy Inspired by Chemical Network Analysis

K. R. Owens, S. V. McCowen, K. A. Blackford, S. Ueno, Y. Hirooka, M. Weber, R. Sarpong, J. Am. Chem. Soc.2019, 141, 13713–13717.

2019-11-06
Step count:
14
Difficulty:
2
Asymmetric Total Synthesis of (–)-Vinigrol

L. Min, X. Lin, and C.-C. Li, J. Am. Chem. Soc. 2019, 141, 15773-15778.

2019-10-28
Step count:
20
Difficulty:
2
Calyciphylline B-Type Alkaloids: Total Syntheses of (–)-Daphlongamine H and (–)-Isodaphlongamine H

Hugelshofer, C. L.; Palani, V.; Sarpong, R. J. Am. Chem. Soc. 2019, 141, 8431−8435.

2019-10-21
Step count:
21
Difficulty:
2
Total Synthesis of (+)-Halichlorine: An Inhibitor of VCAM-1 Expression

Trauner, D; Schwarz J. B.; Danishefsky, S. J. Angew. Chem. Int. Ed. 1999, 38, 3542-3545.

2019-10-14
Step count:
21
Difficulty:
2
Enantioselective Total Synthesis of (−)-Caldaphnidine O via a Radical Cyclization Cascade

Guo, L.-D.; Hu, J.; Zhang, Y.; Tu, W.; Zhang, Y.; Pu, F.; Xu, J. J. Am. Chem. Soc. 2019, 141, 13043−13048.

2019-10-07
Step count:
15
Difficulty:
2
A Concise Total Synthesis of (–)-Himalensine A

Chen, Y.; Hu, J.; Guo, L.-D.; Zhong, W.; Ning, C.; Xu, J. Angew. Chem. Int. Ed. 2019, 58, 7390 –7394

2019-09-30
Step count:
15
Difficulty:
2
Enantioselective Total Syntheses of Pallambins A-D

Zhang, X.; Cai, X.; Huang, B.; Guo, L.; Gao, Z.; Jia, Y. Angew. Chem. Int. Ed. 2019, 58, 13380-13384.

2019-09-23
Step count:
20
Difficulty:
2
Isolation, Synthesis, and Bioactivity Studies of Phomactin Terpenoids

Y. Kuroda, K. J. Nicacio, I. A. da Silva-Jr, P. R. Leger, S. Chang, J. R. Gubiani, V. M. Deflon, N. Nagashima, A. Rode, K. Blackford, A. G. Ferreira, L. D. Sette, D. E. Williams, R. J. Andersen, S. Jancar, R. G. S. Berlinck, R. Sarpong, Nat. Chem. 2018, 10, 938-945.

2019-09-16
Step count:
17
Difficulty:
2
Convergent, Enantioselective Synthesis of (+)-Guanacastepene E

Shipe, D. W.; Sorense, E. J. J. Am. Chem. Soc. 2006, 128, 7025–7035.

2019-09-09
Step count:
24
Difficulty:
2
Total Synthesis of (-)-Vindorosine

W. Chen, X.-D. Yang, W.-Y. Tan, X.-Y. Zhang, X.-L. Liao, H. Zhang Angew. Chem. Int. Ed. 2017, 56, 12327–12331.

2019-09-02
Step count:
19
Difficulty:
2
Total Syntheses of Rhodomolleins XX and XXII

Yu, K.; Yang, Z-N.; Liu, C-H.; Wu, S-Q.; Hong, X.; Zhao, X-L.; Ding, H. Angew. Chem. Int. Ed. 2019, 58, 8556-8560.

2019-08-26
Step count:
22
Difficulty:
2
Enantioselective Total Synthesis of (+)-Flavisiamine F via Late-Stage Visible-Light-Induced Photochemical Cyclization

X. Tong, B. Shi , K. Liang, Q. Liu , C. Xia Angew. Chem. Int. Ed. 2019, 58, 5443–5446.

2019-08-19
Step count:
26
Difficulty:
2
Total Synthesis of 1-Hydroxytaxinine

Imamura, Y.; Yoshioka, S.; Nagatomo, M.; Inoue, M. Angew. Chem. Int. ed. 2019, 58, 12159-12163.

2019-08-12
Step count:
21
Difficulty:
2
Total Synthesis and Isolation of Citrinalin and Cyclopiamine Congeners

E. V. Mercado-Marin, P. Garcia-Reynaga, S. Romminger, E. F. Pimenta, D. K. Romney, M. W. Lodewyk, D. E. Williams, R. J. Andersen, S. J. Miller, D. J. Tantillo, R. G. S. Berlinck, R. Sarpong Nature 2014, 509, 318-324.

2019-08-05
Step count:
18
Difficulty:
1
Chemoenzymatic Total Synthesis of ent-Oxycodone: Fourth generation

Makarova, M.; Endoma-Arias, M. A. A.; Dela Paz, H. E.; Simionescu, R.; Hudlicky, T. J. Am. Chem. Soc. 2019, 141, 10883–10904.

2019-07-29
Step count:
18
Difficulty:
2
Enantioselective Total Synthesis of (−)-Arcutinine

Wei Nie, Jing Gong, Zhihao Chen, Jiazhen Liu, Di Tian, Hao Song, Xiao-Yu Liu, Yong Qin J. Am. Chem. Soc. 2019, 141, 9712-9718.

2019-07-22
Step count:
20
Difficulty:
2
Total Synthesis of (±) Maoecrystal V

J. Gong, G. Lin, W. Sun, C.-C. Li, Z. Yang, J. Am. Chem. Soc. 2010, 132, 16745-16745.

2019-07-15
Step count:
17
Difficulty:
1
Total Syntheses of Bisdehydroneostemoninine and Bisdehydrostemoninine by Catalytic Carbonylative Spirolactonization

Ma, K.; Yin, X.; Prof. Dai, M. Angew. Chem. Int. Ed. 2018, 57, 15209-15212.

2019-07-08
Step count:
13
Difficulty:
1
13-Step Total Synthesis of Atropurpuran

Xie, S.; Chen, G.; Yan, H.; Hou, J.; He, Y.; Zhao, T.; Xu, J. J. Am. Chem. Soc. 2019, 141, 3435-3439.

2019-07-01
Step count:
16
Difficulty:
2
Divergent Total Synthesis of Indoxamycins A, C, and F

He, C.; Zhu, C.; Dai, Z.; Tseng, C. C.; Ding, H. Angew. Chem. Int. Ed. 2013, 52, 13256-13260.

2019-06-24
Step count:
16
Difficulty:
1
Synthesis of Conidiogenol

Hu, P.; Chi, H.; DeBacker, K. C.; Gong, X.; Keim, J. H.; Hsu, I. T.; Snyder, S. A. Nature 2019, 569, 703-707.

2019-06-17
Step count:
15
Difficulty:
1
Total Synthesis of (+)-Granatumine A and Related Bislactone Limonoid Alkaloids via a Pyran to Pyridine Interconversion

Schuppe, A.; Zhao, Y.; Liu, Y.; Newhouse, T. J. Am. Chem. Soc. 2019, 141, 9191-9196.

2019-06-10
Step count:
12
Difficulty:
1
Total Synthesis of (+)-Arborisidine

Zhou, Z.; Gao, A. X.; Snyder, S. A. J. Am. Chem. Soc. 2019, 141, 7715-7720.

2019-06-03
Step count:
30
Difficulty:
3
Total Synthesis of the Glycosylated Macrolide Antibiotic Fidaxomicin

Kaufmann, E.; Hattori, H.; Miyatake-Ondozabal, H.; Gademann, K.; Org. Lett. 2015, 17, 3514–3517;

Miyatake-Ondozabal, H.; Kaufmann, E.; Gademann, K.; Angew. Chem. Int. Ed. 2015, 54, 1933–1936.