STEREOSELECTIVE SYNTHESIS OF LONG-CHAIN POLYOLS BY SEQUENTIAL HOMOLOGATION OF ENALS WITH NONRACEMIC GAMMA-SILYLOXY ALLYLIC STANNANES AND DIRECTED HYDROXYLATION

被引:27
作者
MARSHALL, JA
BEAUDOIN, S
LEWINSKI, K
机构
[1] Department of Chemistry and Biochemistry, University of South Carolina, Columbia
关键词
D O I
10.1021/jo00074a004
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The nonracemic gamma-silyloxy allylic stannanes (S)-8 and (R)-8 add to the (R,R)-tartrate derived enals 7 and 24 to afford the adducts 9, 14, and 25. The bis-TBS derivatives 10, 15 and 22, upon hydroxylation with catalytic 0804-NMO, yield the differentially protected polyols 11, 16, and 23.
引用
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页码:5876 / 5877
页数:2
相关论文
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