Synthetic and mechanistic studies of the retro-Claisen rearrangement 4. An application to the total synthesis of (+)-Laurenyne

被引：72

作者：

Boeckman, RK ^{[1
]}

Zhang, J ^{[1
]}

Reeder, MR ^{[1
]}

机构：

[1] Univ Rochester, Dept Chem, Rochester, NY 14627 USA

来源：

ORGANIC LETTERS | 2002年 / 4卷 / 22期

关键词：

D O I：

10.1021/ol0267174

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

[GRAPHICS] A novel asymmetric total synthesis of marine natural product (+)-Laurenyne has been achieved. The key elements of the strategy are the sequential metal ion-templated S(N)2' cyclization affording a highly functionalized chiral vinyl cyclobutane and a retro-Claisen rearrangement for the construction of an eight-membered ring ether.

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页码：3891 / 3894

页数：4

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