Total synthesis of dysiherbaine

被引:34
|
作者
Phillips, D [1 ]
Chamberlin, AR [1 ]
机构
[1] Univ Calif Irvine, Dept Chem, Irvine, CA 92697 USA
来源
JOURNAL OF ORGANIC CHEMISTRY | 2002年 / 67卷 / 10期
关键词
D O I
10.1021/jo0107610
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A convergent total synthesis of the marine natural product dysiherbaine was accomplished. The key steps of the synthesis are an alkylation at the gamma-carbon of a protected glutamate with a highly substituted pyran derived from mannose, which was followed by a ring-contraction cascade reaction, which simultaneously gave the tetrasubstituted carbon and the hexahydrofuro[3,2-b]pyran ring system of the natural product.
引用
收藏
页码:3194 / 3201
页数:8
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