Diastereoselective alkylation of 8-phenylmenthyl 2-methylacetoacetate. Preparation of enantiomerically pure 4,4-disubstituted 2-pyrazolin-5-ones

被引:6
作者
MorenoManas, M [1 ]
Sebastian, RM [1 ]
Vallribera, A [1 ]
Molins, E [1 ]
Espinosa, E [1 ]
机构
[1] CSIC,INST CIENCIA MAT BARCELONA,E-08193 CERDANYOLA,SPAIN
关键词
D O I
10.1016/S0957-4166(97)00131-6
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
Alkylation of (1R,3R,4S)-8-phenylmenthyl 2-methylacetoacetate with alkyl halides affords 2-alkyl-2-methylacetoacetates in diastereomeric ratios 72:28 to 85:15. The major R (at C-alpha) diastereoisomers are converted into enantiopure 4,4-disubstituted 2-pyrazolin-5-ones with recovery of the chiral inductor. (C) 1997 Elsevier Science Ltd.
引用
收藏
页码:1525 / 1527
页数:3
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