An improved asymmetric synthesis of malyngamide U and its 2′-epimer

被引：29

作者：

Feng, Jian-Peng

Shi, Zi-Fa

Li, Yang

Zhang, Jun-Tao

Qi, Xian-Liang

Chen, Jie

Cao, Xiao-Ping ^{[1
]}

机构：

[1] Lanzhou Univ, State Key Lab Appl Organ Chem, Lanzhou 730000, Peoples R China

来源：

JOURNAL OF ORGANIC CHEMISTRY | 2008年 / 73卷 / 17期

基金：

中国国家自然科学基金;

关键词：

D O I：

10.1021/jo800876u

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

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.

引用

收藏

页码：6873 / 6876

页数：4

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