Unidirectional Dieckmann cyclizations on a solid phase and in solution

JI Crowley, H Rapoport

Index: Crowley, John I.; Rapoport, Henry Journal of Organic Chemistry, 1980 , vol. 45, # 16 p. 3215 - 3227

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Citation Number: 57

Abstract

Dieckmann cyclization of 2% divinylbenzene-copolystyrene resin alkyl pimelates and analogous benzyl alkyl pimelates is reported. The use of uniquely single-labeled dioate esters has allowed analysis of the direction of closure via docarboxylation of the keto ester products. The influence of steric factors on the competition between enolate condensation and transesterification and upon the direction of closure of the cyclization has been ...