Synthesis Club Roadmap Problems

December 10th, 2019 – Scalable Total Synthesis of (–)-Vinigrol

X. Yu, L. Xiao, Z. Wang, T. Luo J. Am. Chem. Soc. 2019, 141, 3440–13443.

November 26th, 2019 – Total Synthesis of (–)-Crinipellin A

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

November 12th, 2019 – Highly Efficient Total Synthesis of the Marine Natural Products (+)-Avarone, (+)-Avarol, (-)-Neoavarone, (-)-Neoavarol and (+)-Aureol

J. Sakurai, T. Oguchi, K. Watanabe, H. Abe, S. Kanno, M. Ishikawa, and T. Katoh Chem. Eur. J. 2008, 14, 829 – 837.

October 15th – A 16-step Synthesis of the Isoryanodane Diterpene (+)-Perseanol

A. Han, Y. Tao, S. E. Reisman Nature2019573, 563–568.

October 1st – The Furan Shuffling Hypothesis: A Biogenetic Proposal for Eremophilane Sesquiterpenoids

N. Lardon, R. Liffer, A. Linder, K. Gademann Angew. Chem. Int. Ed. 201958, 7004–7007.

September 17th, 2019 – Second-generation Synthesis of Salvinorin A

H. Hagiwara, Y. Suka, T. Nojima, T. Hoshi, T. Suzuki Tetrahedron, 2009, 65, 4820–4825.

May 16th, 2019 – Biomimetic Total Synthesis of (±)-Basiliolide B

X. Liang, L. Zhou, L. Min, W. Ye, W. Bao, W. Ma, Q. Yang, F. Qiao, X. Zhang, C. -S. Lee Angew. Chem. Int. Ed. 201453, 11294–11297.

April 25, 2019 – Total Synthesis and Determination of the Absolute Configuration of Frondosin B

M. Inoue, M.W. Carson, A.J. Frontier, S.J. Danishefsky J. Am. Chem. Soc. 2001123, 1878–1889.

April 18th, 2019 – Total Synthesis of (±)-Acremoxanthone A

S.D. Hombo, S.V. Pronin, J. Am. Chem. Soc. 2018140, 5065–5068.

April 2nd, 2019 – Asymmetric Total Synthesis of (20S)-Camptothecin using a Chiral Auxiliary Strategy

A. Liu, M. Liu, G. Huang, F. -e. Chen Tetrahedron2019, Ahead of print.

March 12th, 2019 – Synthesis of Rhazinicine by a Metal-Catalyzed C–H Bond Functionalization Strategy

E. M. Beck, R. Hatley, M. J. Guant Angew. Chem. Int. Ed. 2008, 47, 3004–3007.

February 26th, 2019 – Total Synthesis of (+)-Dendrowardol C

H. Wolleb, E. M. Carreira Angew. Chem. Int. Ed. 201756, 10890–10893.

February 5th, 2019 – The Wood, Baran, and Schindler syntheses of the Herqulines

J.B. Cox, A. Kimishima, J.L.Wood J. Am. Chem. Soc. 2019, 141, 25–28.
C. He, T.P. Stratton, P.S. Baran J. Am. Chem. Soc. 2019, 141, 29–32.
X. Zhu, C.C. McAtee, C.S. Schindler ChemRxiv: doi.org/10.26434/chemrxiv.7505654.v1

January 21st, 2019 –Total synthesis of Repraesentin F and Configuration Reassignment by a Gold(I)-Catalyzed Cyclization Cascade

Ferrer, S.; Echabarren, A. Org. Lett. 201820, 5784–5788.

January 7th, 2019–An Enantioselective Total Synthesis of (+)-Duocarmycin SA

Schmidt, M.A.; Simmons, E.M.; Wei, C.S.; Hyunsoo Park, H.; Eastgate, M.D. J. Org. Chem. 201883, 3928–3940.

December 11, 2018–A Total Synthesis of Bifidenone

Huang, Z.; Williams, R.B.; O'Neil-Johnson, M.; Eldridge, G.R.; Mangette, J.E.; Starks, C.M. J. Org. Chem. 201782, 4235–4241.

November 27, 2018–Enantioselective Total Syntheses of Welwitindolinone A and Fischerindoles I and G

Baran, P.S.; Richter, J.M. J. Am. Chem. Soc. 2005127, 15394–15396.

October 30, 2018–Synthesis of Bromodomain and Extra-Terminal Domain (BET) Inhibitor GSK340

Law, R.P., Atkinson, S.J., Bamborough, P., Chung, C.-w., Demont, E.H., Gordon, L.J., Lindon, M., Prinjha, R.K., Watson, A.J.B., Hirst, D.J. J. Med. Chem. 201816, 4317–4334.

October 16, 2018–Total Synthesis of the Norhasubanan Alkaloid Stephadiamine

Hartrampf, N.; Winter, N.; Pupo, G.; Stoltz, B.M.; Trauner, D. J. Am. Chem. Soc. 2018, 140, 8675–8680.

October 2, 2018–Total Synthesis and Absolute Stereochemical Assignment of the Insecticidal Metabolites Yaequinolones J1 and J2

Vece, V.; Jakkepally, S.; Hanessian, S. Org. Lett. 2018, 20, 4277–4280.

September 18, 2018--Industrial and Academic Syntheses of Oseltamivir (Tamiflu)

Rohloff, J.C. et al. J. Org. Chem. 1998, 63, 4545–4550.

Ishikawa, H., Suzuki, T., Hayashi, Y. Ang. Chem. Int. Ed. 2009, 1304–1307.

May 29, 2018–Total Syntheses of (−)-Englerins A/B, (+)-Orientalols E/F, and (−)-Oxyphyllol

Liu, P.; Cui, Y.; Chen, K.; Zhou, X.; Pan, W.; Ren, J.; Wang, Z. Org. Lett. 2018, 20, 2517–2521.

to top