AN IMPROVED PROCEDURE FOR THE SYNTHESIS OF BICYCLO[2.2.2]OCTANE-2,6-DIONE

被引:23
作者
ALMQVIST, F [1 ]
EKLUND, L [1 ]
FREJD, T [1 ]
机构
[1] UMEA UNIV,DEPT ORGAN CHEM,S-90187 UMEA,SWEDEN
关键词
D O I
10.1080/00397919308011243
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Conjugate addition of Meldrum's acid to 2-cyclohexenone followed by direct cyclization in PPA/acetic acid constitutes a shorter, more reproducible and higher yielding route to bicyclo[2.2.2]octane-2,6-dione than previous methods. The crude dione could be used as substrate for the baker's yeast reduction to (IR, 4S, 6S)-bicyclo[2.2.2]octane-6-ol-2-one.
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页码:1499 / 1505
页数:7
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