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
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.
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页码:5496 / 5498
页数:3
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