AN ASYMMETRIC-SYNTHESIS OF D-1,6-DIEPICASTANOSPERMINE

被引:28
作者
BURGESS, K
CHAPLIN, DA
机构
[1] Department of Chemistry Texas A, M University College Station
关键词
CASTANOSPERMINE; 1,6,7,8-TETRAHYDROXYINDOLIZIDINE; GLUCOSIDASE INHIBITOR;
D O I
10.1016/S0040-4039(00)60010-2
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
D-1,6-Diepicastanospemine has been prepared via reaction of an allylstannane with the arabinose derivative 1a. This reaction was almost 100 % stereoselective, but the corresponding allylations of aldehydes 1b - d gave mixtures of isomers. Variable stereodifferentiation in these reactions can be attributed to the influence of the distal (gamma) chiral center.
引用
收藏
页码:6077 / 6080
页数:4
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