Total syntheses of epothilones A and B via a macrolactonization-based strategy
…, S Ninkovic, F Sarabia, D Vourloumis…
Index: Nicolaou; Ninkovic; Sarabia; Vourloumis; He; Vallberg; Finlay; Yang Journal of the American Chemical Society, 1997 , vol. 119, # 34 p. 7974 - 7991
Full Text: HTML
Citation Number: 267
Abstract
The total syntheses of epothilones A (1) and B (2) and several analogues thereof are described. The reported strategy relies on a macrolactonization approach and features selective epoxidation of the macrocycle double bond in precursors 3 and 4 (Scheme 1), respectively, as well as high convergency and flexibility. Building blocks 9-12 and 15 were constructed by asymmetric processes and coupled via Wittig, aldol, and ...
Related Articles:
An Efficient Total Synthesis of (−)-Epothilone B
[Wang, Jie; Sun, Bing-Feng; Cui, Kai; Lin, Guo-Qiang Organic Letters, 2012 , vol. 14, # 24 p. 6354 - 6357]
Total synthesis of epothilones B and D: Stannane equivalents for β-keto ester dianions
[Keck, Gary E.; Giles, Robert L.; Cee, Victor J.; Wager, Carrie A.; Yu, Tao; Kraft, Matthew B. Journal of Organic Chemistry, 2008 , vol. 73, # 24 p. 9675 - 9691]
Total Synthesis of (−)??Epothilone A
[Schinzer, Dieter; Bauer, Armin; Boehm, Oliver M.; Limberg, Anja; Cordes, Martin Chemistry - A European Journal, 1999 , vol. 5, # 9 p. 2483 - 2491]
Total synthesis of 12, 13-desoxyepothilone B (Epothilone D)
[Broadrup, Robert L.; Sundar, Hema M.; Swindell, Charles S. Bioorganic Chemistry, 2005 , vol. 33, # 2 p. 116 - 133]
Total syntheses of epothilones A and B
[Dongfang, Meng; Bertinato, Peter; Balog, Aaron; Su, Dai-Shi; Kamenecka, Ted; et al. Journal of the American Chemical Society, 1997 , vol. 119, # 42 p. 10073 - 10092]