Total Synthesis of the α-Glucosidase Inhibitors Schulzeine A, B, and C and a Structural Revision of Schulzeine A

被引:40
作者
Bowen, Edward G. [1 ]
Wardrop, Duncan J. [1 ]
机构
[1] Univ Illinois, Dept Chem, Chicago, IL 60607 USA
基金
美国国家卫生研究院;
关键词
DERIVATIVES;
D O I
10.1021/ja9005755
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
The enantioselective total synthesis of the potent a-glucosidase inhibitors schulzeine A, B, and C and a revision of the proposed C20' configuration of schulzeine A are reported. The central feature of our convergent route to this family of novel marine natural products is the preparation of the common benzo[a]quinolizidine subunit through a substrate-controlled, diastereoselective Pictet-Spengler cyclocondensation.
引用
收藏
页码:6062 / +
页数:3
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