Diels-Alder reactions of 2-carbomethoxy-2-cyclohexen-1-one

HJ Liu, TK Ngooi, ENC Browne

Index: Liu, Hsing-Jang; Ngooi, Teng Ko; Browne, Eric N. C. Canadian Journal of Chemistry, 1988 , vol. 66, p. 3143 - 3152

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Citation Number: 30

Abstract

Under stannic chloride catalysis, 2-carbomethoxy-2-cyclohexen-1-one (5) was found to undergo Diels-Alder reaction with a variety of dienes to give directly the cis-1-octalone system possessing a functionalized substituent at the angular position. With unsymmetrically substituted dienes, the adducts were those predicted on the basis of the normal rules (ortho and para) governing the orientation of Diels-Alder addition. In cases where differing ...