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Stereoselective cycloaddition of nitrile oxides to 4-vinyl-oxazolines and -oxazolidines

✍ Scribed by Ewan C. Boyd; R.Michael Paton

Publisher: Elsevier Science
Year: 1993
Tongue: French
Weight: 266 KB
Volume: 34
Category: Article
ISSN: 0040-4039
DOI: 10.1016/s0040-4039(00)93409-9

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✦ Synopsis

Cycloaddition of nitrile oxides to 4-vinyl-2-oxazoline 1 and to 4-vinyloxazolidine 2 afford diastereomeric mixtures of 2-isoxazolines in which the eryrhro product predominates (32-64% d.e.). In contrast, the cortesponding reactions with acyclic analogue 3 favoured the fhreoadducts and were less selective (8-2096 de.).

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