Author/Authors :
Bauta، نويسنده , , William and Dodd، نويسنده , , John and Bullington، نويسنده , , James and Gauthier، نويسنده , , Diane and Leo، نويسنده , , Gregory and McDonnell، نويسنده , , Patricia، نويسنده ,
Abstract :
The rhodium(II) acetate catalysed cyclopropanation reactions of 2-diazo-1-indanone 4 with various substituted styrenes 5 have been investigated. The cyclopropane diastereomer 6a bearing a trans relationship between the carbonyl and the aryl ring was in all cases the predominant isomer and the ratio of stereosiomers almost constant over a range of styrene substituents. Styrenes bearing electron-donating substituents gave slightly better stereoselectivity in favour of the trans isomer. These results are substantiated by a mechanistic proposal.
