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Stereoselective "Ene" Reaction of Allylsilanes with Amino Aldehydes. An Application to the Synthesis of Potential HIV-1 Protease Inhibitors

✍ Scribed by D'Aniello, Fabiana; Mann, Andre; Mattii, Duccio; Taddei, Maurizio


Book ID
120045620
Publisher
American Chemical Society
Year
1994
Tongue
English
Weight
859 KB
Volume
59
Category
Article
ISSN
0022-3263

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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