Nitrogen Assistance in Intramolecular Nickel-Promoted Tandem Cyclization-Quenching Processes

…, A Llebaria, JM Moretó, A Delgado

Index: Sole, Daniel; Cancho, Yolanda; Llebaria, Amadeu; Moreto, Josep M.; Delgado, Antonio Journal of Organic Chemistry, 1996 , vol. 61, # 17 p. 5895 - 5904

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Citation Number: 38

Abstract

A diastereoselective and mild cyclization-quenching process based on the treatment of nitrogen-tethered halodienes with stoichiometric Ni (COD) 2 is described. The success of this methodology relies on the presence of a distal amino group capable of coordinating with the metal in the transient vinyl or alkylnickel species, thus controlling the diastereoselectivity of the cyclization step and preventing Ni-H β-elimination prior to the quenching. In general ...

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