SYNTHESIS OF A NEW KETONE AND ALCOHOL WITH C2 SYMMETRY - (S,S,S,S) TRICYCLO[6.3.0.0(3,7)]UNDECAN-2-ONE AND (S,S,S,S) TRICYCLO[6.3.0.0(3,7)]UNDECAN-2-OL

被引:7
作者
MCINTOSH, JM
CASSIDY, KC
机构
[1] Department of Chemistry, University of Windsor, Windsor
基金
加拿大自然科学与工程研究理事会;
关键词
D O I
10.1016/S0957-4166(00)86156-X
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
Dissolving metal reduction of known enone 5 affords predominantly the racemic form of title ketone (3) whereas catalytic reduction gives the meso isomer 6. Neither ketone 3 nor alcohol 4 could be satisfactorily resolved. Asymmetric synthesis of (-)-3 and (+)-4 (ee = 91%) was effected from ketone (+)-13.
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页码:1053 / 1062
页数:10
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