Stereoselective synthesis of (+)-boronolide

被引:47
作者
Carda, M [1 ]
Rodríguez, S
Segovia, B
Marco, JA
机构
[1] Univ Jaume 1, UP Quim Inorgan & Organ, E-12080 Castellon de La Plana, Spain
[2] Univ Valencia, Dept Quim Organ, E-46100 Valencia, Spain
关键词
D O I
10.1021/jo025813f
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The delta-lactone boronolide (+)-1, a pharmacologically active, naturally occurring product, has been synthesized in enantiopure form with L-erythrulose as the chiral starting material. The key steps of the synthesis were a highly stereoselective aldol-reduction one-pot sequence, an indium-mediated diastereoselective aldehyde allylation, and a ring-closing metathesis.
引用
收藏
页码:6560 / 6563
页数:4
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