PREPARATION OF ENANTIOMERICALLY PURE TRANS-2-(1-NAPHTHYL)CYCLOHEXAN-1-OL AND CIS-2-(1-NAPHTHYL)CYCLOHEXAN-1-OL

被引:10
作者
TAKAHASHI, M [1 ]
OGASAWARA, K [1 ]
机构
[1] TOHOKU UNIV,INST PHARMACEUT,SENDAI,MIYAGI 98077,JAPAN
关键词
D O I
10.1016/0957-4166(95)00206-5
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
Lipase-mediated treatment of racemic trans-2-(1-naphthyl)cyclohexan-1-ol with vinyl acetate allows clear-cut enantiospecific kinetic acetylation to give (+)-(1R,2S)-acetate in excellent chemical and enantiomeric excesses leaving (+)-(1S,2R)-alcohol in an excellent enantiomeric purity and excellent recovery. The enantiomerically pure alcohol obtained is transformed into the diastereomeric alcohol neatly via the Mitsunobu inversion reaction.
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页码:1617 / 1620
页数:4
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