Total Synthesis of (+)-Brefeldin C, (+)-nor-Me Brefeldin A and (+)-4-epi-nor-Me Brefeldin A
Total Synthesis of (+)-Brefeldin C, (+)-nor-Me Brefeldin A and (+)-4-epi-nor-Me Brefeldin A
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DOI：
10.1002/ejoc.200901233
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发表时间：
2010-03-01
影响因子：
2.8
通讯作者：
Evain, M.
中科院分区：
文献类型：
--
作者：
Archambaud, Sylvie;Legrand, Frederic;Evain, M.
开发了（+）-布雷菲德菌素C（BFC）和两种布雷菲德菌素A（BFA）类似物-（+）-去甲-Me BFA和（+）-4-表-去甲-Me BFA -的全合成，合成的主要特征包括内消旋酸酐的去对称化，控制BFC C4处绝对构型的卡雷拉反应，Suzuki-Miyaura交叉偶联反应以产生C11-C12键和Yamaguchi反应以形成13元内酯环。
A total synthesis of (+)-brefeldin C (BFC) and two brefeldin A (BFA) analogues - (+)-nor-Me BFA and (+)-4-epi-nor-Me BFA - has been developed, Key features of the syntheses include desymmetrization of meso anhydrides, a Carreira reaction to control the absolute configuration at C4 of BFC, a Suzuki-Miyaura cross-coupling reaction to create the C11-C12 bond and a Yamaguchi reaction to form the 13-membered lactone ring.