Alkylation of α-tert-butoxycarbonylamino ketone enolate anions. A useful synthesis of α-alkyl-α-amino ketones, 2-acylpyrrolidines, and 2-acylpiperidines

A versatile synthesis of α-alkyl-α-amino ketones 5 and cyclic α-amino ketones 7 based on the selective mono-α-alkylation and C(α), N-cycloalkylation of α-tert-butoxycarbonylamino ketones 2 and subsequent acidic hydrolysis is described. Key words: α-tert-butoxycarbonylamino ketones, α-alkyl-α-amino k...

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Bibliographic Details
Published in:Canadian journal of chemistry 1991-12, Vol.69 (12), p.2059-2063
Main Authors: Guzman, Angel, Quintero, Clara, Muchowski, Joseph M
Format: Article
Language:English
Subjects:
Chemistry
Exact sciences and technology
Organic chemistry
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Summary:A versatile synthesis of α-alkyl-α-amino ketones 5 and cyclic α-amino ketones 7 based on the selective mono-α-alkylation and C(α), N-cycloalkylation of α-tert-butoxycarbonylamino ketones 2 and subsequent acidic hydrolysis is described. Key words: α-tert-butoxycarbonylamino ketones, α-alkyl-α-amino ketones, 2-acylpyrrolidines, and 2-acylpiperidines.
ISSN:0008-4042
1480-3291
DOI:10.1139/v91-298