ChemInform Abstract: Rearrangement of β-Amino Alcohols via Aziridiniums: A Review

Autor:	Domingo Gomez Pardo, Thomas-Xavier Métro, Béranger Duthion, Janine Cossy
Rok vydání:	2010
Předmět:	Solvent chemistry.chemical_compound Nucleophile Chemistry Hydroxy group Substituent General Medicine Medicinal chemistry
Zdroj:	ChemInform. 41
ISSN:	1522-2667 0931-7597
DOI:	10.1002/chin.201019248
Popis:	This tutorial review focuses on the rearrangement of β-amino alcohols via aziridinium intermediates. It covers the literature from 1947 to January 2009 (55 references). The rearrangement of β-amino alcohols can be performed by activation of the hydroxy group followed by the addition of nucleophiles (Nu). In most examples, an aziridinium intermediate is involved in the rearrangement. The ratio of amines resulting from the attack of nucleophiles at either the C-1 or C-2 position of the aziridinium intermediate, depends on the nature of the nucleophiles and the R2 substituent. In some cases, solvent as well as temperature can influence the ratio of amines.
Databáze:	OpenAIRE
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