The first total synthesis of natural grenadamide

被引:15
|
作者
Avery, TD [1 ]
Culbert, JA [1 ]
Taylor, DK [1 ]
机构
[1] Univ Adelaide, Dept Chem, Adelaide, SA 5005, Australia
关键词
D O I
10.1039/b513774h
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A concise, high yielding route to the naturally occurring enantiomer of grenadamide utilizing a 3,6-disubstituted 1,2-dioxine starting material is presented. The route allows for ease in synthesizing grenadamide derivatives varying at cyclopropyl carbons 2 and 3, with access to both enantiomers. Evidence for phosphorus-assisted deprotonation of 1,2-dioxines is also discussed.
引用
收藏
页码:323 / 330
页数:8
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