A SIMPLE, STEREOSPECIFIC SYNTHESIS OF DL-MUSCARINE AND DL-ALLOMUSCARINE

被引:20
作者
MATSUMOT.T
ICHIHARA, A
ITO, N
机构
[1] Department of Chemistry, Faculty of Science, Hokkaido University, Sapporo
关键词
D O I
10.1016/S0040-4020(01)83096-9
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A bromolactone (VII) was stereospecifically converted to a tetrabydrofuran (IVa, Me/CO2H cis) and a dimethylamide (VIII, Me/CONMe2 trans. Possible mechanisms for these reactions are discussed. Since IVa and VIII have been transformed to dl-muscarine (I) and dl-allomuscarine (II) respectively, stereospecific formation of IVa and VIII provides a stereospecific synthesis of these muscarines. © 1969.
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页码:5889 / &
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