4.7 Article

Hemiaminals as substrates for sulfur ylides: Direct asymmetric syntheses of functionalised pyrrolidines and piperidines

Journal

CHEMICAL COMMUNICATIONS
Volume -, Issue 20, Pages 2156-2158

Publisher

ROYAL SOC CHEMISTRY
DOI: 10.1039/b602226j

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Phenyl stabilised chiral sulfur ylides react with five-membered-ring hemiaminals to give functionalised pyrrolidines directly with high enandoselectivity. The reaction can be diverted to give piperidines instead by isolation of the intermediate epoxide and treatment with TMSOTf.

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