DIASTEREOSELECTIVE ADDITION OF VINYL ORGANOMETALLIC REAGENTS TO L-SERINAL

被引:89
作者
COLEMAN, RS
CARPENTER, AJ
机构
[1] Department of Chemistry, Biochemistry University of South Carolina, Columbia
基金
美国国家卫生研究院; 美国国家科学基金会;
关键词
D O I
10.1016/S0040-4039(00)91709-X
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
An examination of the diastereoselective addition of vinyl organometallic reagents to N-BOC L-serinal acetonide (1) to afford mixtures of syn-2 and anti-2 is presented. Vinylzinc chloride in nonpolar solvents was found to add to the aldehyde carbonyl of 1 with 6:1 syn/anti stereoselectivity in excellent yields.
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页码:1697 / 1700
页数:4
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