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A Single Step Approach to Piperidines via Ni-Catalyzed β-Carbon Elimination

Author:
Kumar, Puneet, Louie, Janis
Source:
Organic letters 2012 v.14 no.8 pp. 2026-2029
ISSN:
1523-7052
Subject:
alkynes, catalysts, chemical reactions, enantiomers, piperidines, regioselectivity, stereochemistry
Abstract:
An easy and expeditious route to substituted piperidines is described. A Ni-phosphine complex was used as catalyst for [4 + 2] cycloaddition of 3-azetidinone and alkynes. The reaction has broad substrate scope and affords piperidines in excellent yields and excellent regioselectivity. In the reaction of an enantiopure azetidinone, complete retention of stereochemistry was observed.
Agid:
5785168