STEREOSELECTIVE SYNTHESIS OF (+/-)-4-EPI-ACETOMYCIN BY THE ESTER ENOLATE CARROLL REARRANGEMENT

被引:20
作者
ECHAVARREN, AM [1 ]
DEMENDOZA, J [1 ]
PRADOS, P [1 ]
ZAPATA, A [1 ]
机构
[1] UNIV AUTONOMA MADRID,DEPT QUIM,E-28049 MADRID,SPAIN
关键词
(+/-)-4-EPI-ACETOMYCIN; STEREOSELECTIVE SYNTHESIS; CARROLL REARRANGEMENT; CLAISEN REARRANGEMENT; GAMMA-BUTYROLACTONE;
D O I
10.1016/0040-4039(91)80185-9
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The synthesis of (+/-)-4-epi-acetomycin has been completed by the stereoselective ester enolate Carroll rearrangement of (E)-2-butenyl 2-methylacetoacetate, followed by ozonolysis and acetylation. The synthesis of (+/-)-acetomycin and its three diastereomers by a related route is also described.
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收藏
页码:6421 / 6424
页数:4
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