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A single step approach to piperidines via Ni-catalyzed ?-carbon elimination.

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.

SUBMITTER: Kumar P

PROVIDER: S-EPMC4138124 | biostudies-literature | 2012 Apr

REPOSITORIES: biostudies-literature

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A single step approach to piperidines via Ni-catalyzed β-carbon elimination.

Kumar Puneet P Louie Janis J

Organic letters 20120402 8

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. ...[more]

PMID: 22468962

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