Enantioselective synthesis of pentacycloanammoxic acid

被引:83
作者
Mascitti, V [1 ]
Corey, EJ [1 ]
机构
[1] Harvard Univ, Dept Chem & Biol Chem, Cambridge, MA 02138 USA
关键词
D O I
10.1021/ja058370g
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
A highly effective enantioselective synthesis of pentacycloanammoxic acid (1), an unusual naturally occurring fatty acid from Candidatus Brocadia anammoxidans, has been accomplished. The C20-structure of 1 was assembled with stereocontrol from four building blocks, cyclobutene, 2-cyclopentenone, the chiral silylcyclopentenone 6, and 7-bromoheptanoic acid. Both 1 and its enantiomer are now available in quantities that should facilitate future studies on the mode of biosynthesis which appears to be unprecedented. Copyright © 2006 American Chemical Society.
引用
收藏
页码:3118 / 3119
页数:2
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