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Substitution and stereochemical effects in the reactions of combined aminonitrile-oxazolidines with a Grignard reagent

✍ Scribed by Marc Le Bail; Joëlle Pérard; David J. Aitken; Henri-Philippe Husson

Publisher: Elsevier Science
Year: 1999
Tongue: French
Weight: 314 KB
Volume: 40
Category: Article
ISSN: 0040-4039
DOI: 10.1016/s0040-4039(99)00980-6

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✦ Synopsis

A study of the reaction of phenyl magnesium bromide with various N-(cyanomethyl)oxazolidines showed that product formation (essentially 3-imidazolines and 2-aminomorpholines) is highly sensitive to the substitution pattern and stereochemistry, and appears to involve initial complexation of the Grignard reagent to ring-oxygen.

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