4.8 Article

A general method for the preparation of N-sulfonyl aldimines and ketimines

Journal

ORGANIC LETTERS
Volume 7, Issue 2, Pages 179-182

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/ol048005e

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A simple procedure to obtain N-sulfonyl imines involving the condensation of carbonyl compounds with p-tolyl or tert-butyl suffinamides followed by oxidation with m-CPBA of the resulting N-sulfinylimines is reported. The method is applicable to aldehydes; (aliphatics and aromatics) and ketones (diaryl, dialkyl, and aryl alkyl), even those containing enolizable protons. It also does not affect C=N or C=C double bonds and does not epimerize alpha-stereogenic centers.

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