Catalytic generation and trapping of acylmetals containing Ni and Cu with enolates

E Negishi, H Makabe, I Shimoyama, G Wu, Y Zhang

Index: Negishi, Ei-ichi; Makabe, Hidefumi; Shimoyama, Izumi; Wu, Guangzhong; Zhang, Yantao Tetrahedron, 1998 , vol. 54, # 7 p. 1095 - 1106

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Citation Number: 25

Abstract

Carbonylative cyclization of iodoarenes and iodoalkenes containing a proximal enolate precursor can selectively provide either cyclic ketones or lactones in the presence of Ni or Cu catalysts via trapping of putative acylmetal derivatives with C-or O-enolates, respectively; the ring size and regioselectivity of the reaction may be predicted based on two generalizations derived from the recently developed corresponding Pd-catalyzed reaction.