A CONVERGENT, HIGHLY STEREOSELECTIVE SYNTHESIS OF A C-11 C-21 SUBUNIT OF THE MACBECINS

被引：45

作者：

MARSHALL, JA

SEDRANI, R

机构：

[1] Department of Chemisry and Biochemistry, University of South Carolina, Columbia

来源：

JOURNAL OF ORGANIC CHEMISTRY | 1991年 / 56卷 / 19期

关键词：

D O I：

10.1021/jo00019a004

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Acetonide 20, a possible synthetic precursor of the macbecins, was prepared by a highly stereoselective route from the enantiomeric methyl 3-hydroxy-2-methylpropionates. A key step involved anti S(N)2' addition of Me2Cu(CN)Li2 to vinyloxirane 15 to effect stereoselective introduction of the allylic CH3 center and the Etrisubstituted double bond.

引用

页码：5496 / 5498

页数：3

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