Total synthesis and stereochemical assignment of the spiroisoxazoline natural product (+)-calafianin

被引:36
作者
Bardhan, S
Schmitt, DC
Porco, JA
机构
[1] Boston Univ, Dept Chem, Boston, MA 02215 USA
[2] Boston Univ, Ctr Chem Methodol & Lib Dev, Boston, MA 02215 USA
关键词
D O I
10.1021/ol053115m
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Synthesis of the spiroisoxazoline natural product (+)-calafianin is reported using asymmetric nucleophilic epoxidation and nitrile oxide cycloaddition as key steps. Synthesis and spectral analysis of all calafianin stereoisomers led to unambiguous assignment of relative and absolute stereochemistry.
引用
收藏
页码:927 / 930
页数:4
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