DOUBLE STEREODIFFERENTIATING DREIDING-SCHMIDT REACTIONS

被引:12
作者
CSUK, R [1 ]
GLANZER, BI [1 ]
HU, Z [1 ]
BOESE, R [1 ]
机构
[1] UNIV GESAMTHSCH ESSEN,INST ANORGAN CHEM,D-45117 ESSEN,GERMANY
关键词
D O I
10.1016/S0040-4020(01)80822-X
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Spiroanellated carbohydrate-derived alpha-methyfene-gamma-butyrolactones with an additional stereogenic centre in the beta-position of the anellated lactone ring and spiroanellated alpha-alkylidens-gamma-butyrolactones were obtained in a stereosetective manner by Dreiding-Schmidt reactions of the deoxy-uloside 1 or of 2,3-O-isopropylidene-D-erythronolaetone (2) with the corresponding (Z) alkyl-2-bromomethyl-2-alkenoates in the presence of the highly reactive zinc-silver/graphite surface compound.
引用
收藏
页码:1111 / 1124
页数:14
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