Fully reagent-controlled asymmetric synthesis of (-)-spongidepsin via the Zr-catalyzed asymmetric carboalumination of alkenes (ZACA reaction)

被引：49

作者：

Zhu, Gangguo ^{[1
]}

Negishi, Ei-ichi ^{[1
]}

机构：

[1] Purdue Univ, Herbert C Brown Labs Chem, W Lafayette, IN 47907 USA

来源：

ORGANIC LETTERS | 2007年 / 9卷 / 15期

关键词：

D O I：

10.1021/ol0707259

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The ZACA reaction has been shown to proceed satisfactorily with internally OH-substituted 1-alkenes, provided that the OH group is unprotected and non-allylic. This reaction was used for reagent-controlled asymmetric construction of 3. Allylic alcohol was converted to 2 in seven steps via iterative ZACA processes and simple chromatography. (-)-Spongidepsin (1) was synthesized by using 2 and 3 through application of the esterification-amidation-ring-closing metathesis protocol previously reported.

引用

页码：2771 / 2774

页数：4

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