Preference for β-H elimination in the termination of the Ni-promoted carbonylative cycloaddition of 2-haloethylidene-cycloalkanes and alkynes

…, JM Villar, A Llebaria, A Delgado, JM Moretó

Index: Vilaseca, Fabiola; Pages, Lluis; Villar, Juan Manuel; Llebaria, Amadeu; Delgado, Antonio; Moreto, Josep Maria Journal of Organometallic Chemistry, 1998 , vol. 551, # 1-2 p. 107 - 115

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Citation Number: 9

Abstract

The reaction of 2-haloethylidenecycloalkanes (ring size: 5, 6, 7, 8) with either methyl-2- butynoate or 2-butynyl methyl ether and Ni (CO) 4 in methanol affords mainly two type of bicyclic compounds: 5-cycloalkenylidenecyclopent-2-enones and 5-(1-cycloalkenyl) cyclopent-2-enones. The origin for the diversion of the process towards elimination instead of alkoxycarbonylation is interpreted as the result of the mutual conformation of the two ...

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