An improved asymmetric synthesis of malyngamide U and its 2′-epimer
An improved asymmetric synthesis of malyngamide U and its 2′-epimer
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DOI：
10.1021/jo800876u
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发表时间：
2008-09-05
影响因子：
3.6
通讯作者：
Cao, Xiao-Ping
中科院分区：
文献类型：
--
作者：
Feng, Jian-Peng;Shi, Zi-Fa;Cao, Xiao-Ping
An accelerated and improved asymmetric synthesis of malyngamide U (1) and its 2'-epimer (2'-epi-1) was accomplished from readily available n-hexanal, ethanolamine and (R)-(-)-carvone. The key steps involved a Johnson-Claisen rearrangement in the synthesis of an unsaturated carboxylic acid 4 and an aldol reaction in the construction of the skeleton of I and 2'-epi-1. There are 13 steps in the synthesis, with a 2.7% overall yield for 1 and a 0.4% yield for 2'-epi-1.
