Formal total synthesis of hemibrevetoxin B by a convergent strategy
Formal total synthesis of hemibrevetoxin B by a convergent strategy
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DOI：
10.1016/j.tetlet.2004.05.020
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发表时间：
2004-06-28
影响因子：
1.8
通讯作者：
Suzuki, T
中科院分区：
文献类型：
--
作者：
Fujiwara, K;Sato, D;Suzuki, T
通过基于酰基阴离子等价物的偶联反应、α,ε-二羟基酮的还原环化以及通过 Nicolaou 方法在中心环连接处引入甲基的收敛策略，实现了半短牛毒素 B (1) 转稠合 7/7/6/6 四环醚部分的简洁构建。所得四环醚转化为已知的中间体，该中间体已被Yamamoto小组转化为1，从而完成1的正式全合成。(C) 2004 Elsevier Ltd.保留所有权利。
Concise construction of the trans-fused 7/7/6/6 tetracyclic ether part of hemibrevetoxin B (1) was achieved by a convergent strategy based on coupling reaction of an acyl anion equivalent, reductive cyclization of an alpha,epsilon-dihydroxyketone, and introduction of a methyl group at the central ring junction by the Nicolaou method. The resultant tetracyclic ether was transformed into the known intermediate, which was already converted to 1 by the Yamamoto group, thereby completing the formal total synthesis of 1. (C) 2004 Elsevier Ltd. All rights reserved.