ENANTIOSELECTIVE CONSTRUCTION OF CYCLOPROPANE RINGS VIA ASYMMETRIC SIMMONS-SMITH REACTION OF ALLYLIC ALCOHOLS

被引:74
作者
UKAJI, Y [1 ]
NISHIMURA, M [1 ]
FUJISAWA, T [1 ]
机构
[1] MIE UNIV, DEPT CHEM MAT, TSU, MIE 514, JAPAN
关键词
D O I
10.1246/cl.1992.61
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
The Simmons-Smith reaction starting from allylic alcohols using (R,R)-diethyl tartrate as a chiral auxiliary was found to proceed enantioselectively; i.e., the treatment of allylic alcohols with diethylzinc and diethyl tartrate, followed by the reaction with diethylzinc and diiodomethane, afforded the corresponding cyclopropylmethyl alcohols in optically active form.
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页码:61 / 64
页数:4
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