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Rearrangement of α-hydroxy imines to α-amino ketones: Mechanistic aspects and synthetic applications

✍ Scribed by Philippe Compain; Jacques Goré; Jean-Michel Vatèle


Publisher
Elsevier Science
Year
1996
Tongue
French
Weight
963 KB
Volume
52
Category
Article
ISSN
0040-4020

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Imines derived from a-amino esters react with thiiranium ions generated in situ from 2,3-epoxy sulfides, to give an iminium ion which can be readily hydrolysed by aqueous base to liberate a secondary amine, the product of selective monoalkylation of the primary amino group. Overall yields for this p