PRODUCTION OF OPTICALLY-ACTIVE KETONES BY A PALLADIUM-INDUCED CASCADE REACTION FROM RACEMIC BETA-KETOESTERS

被引：46

作者：

ABOULHODA, SJ

HENIN, F

MUZART, J

THOREY, C

BEHNEN, W

MARTENS, J

MEHLER, T

机构：

[1] UNIV REIMS,CNRS,UNITE REARRANGEMENTS THERM & PHOTOCHIM,F-51062 REIMS,FRANCE

[2] UNIV OLDENBURG,FACHBEREICH CHEM,D-26129 OLDENBURG,GERMANY

来源：

TETRAHEDRON-ASYMMETRY | 1994年 / 5卷 / 07期

关键词：

D O I：

10.1016/0957-4166(94)80173-8

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

2-Methyl-1-indanone and 2-methyl-2-tetralone have been obtained with enantiomeric excesses of up to 52% from the corresponding benzyl and allyl beta-ketoesters by a multistep reaction: palladium-catalyzed cleavage / decarboxylation / chiral aminoalcohol-mediated enantioselective protonation. The success of the process and particularly of the first step can be very dependent on the nature of the palladium catalyst used.

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页码：1321 / 1326

页数：6

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