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ChemInform Abstract: Addition of Amino Esters to Thiiranium Ion Intermediates: A Novel Approach to the Synthesis of New Potential Aminopeptidase Inhibitors.

โœ Scribed by D. M. GILL; N. A. PEGG; C. M. RAYNER


Book ID
112028012
Publisher
John Wiley and Sons
Year
2010
Weight
29 KB
Volume
27
Category
Article
ISSN
0931-7597

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Reaction of ฮฑ-amino esters and ฮฑ-amino e
โœ Duncan M Gill; Neil A Pegg; Christopher M Rayner ๐Ÿ“‚ Article ๐Ÿ“… 1997 ๐Ÿ› Elsevier Science ๐ŸŒ French โš– 829 KB

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