Bismuth(III)-Catalyzed Hydrolysis of Epoxides and Aziridines: an Efficient Synthesis of vic-diols and β-Amino Alcohols

Various epoxides and aziridines undergo smooth ring-opening with water in presence of 10 mol% of bismuth triflate in acetonitrile/water (8:2) under mild reaction conditions to provide the corresponding vic-diols and β-amino alcohols in excellent yields with high regioselectivity. Graphical Abstract

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Bibliographic Details
Published inCatalysis letters Vol. 131; no. 3-4; pp. 480 - 484
Main Authors Venkat Narsaiah, A, Reddy, B. V. S, Premalatha, K, Reddy, S. S, Yadav, J. S
Format Journal Article
LanguageEnglish
Published Boston Boston : Springer US 01.09.2009
Springer US
Springer
Springer Nature B.V
Subjects
Acetonitrile
Alcohol
Alcohols
Bismuth
Catalysis
Chemistry
Chemistry and Materials Science
Diols
Exact sciences and technology
General and physical chemistry
Industrial Chemistry/Chemical Engineering
Organometallic Chemistry
Physical Chemistry
Regioselectivity
Theory of reactions, general kinetics. Catalysis. Nomenclature, chemical documentation, computer chemistry
Aziridines
diols
β-Amino alcohols
Epoxides
Bismuth(III) reagents
Water
Diol
Catalytic reaction
Nitrile
Regioselectivity
Alcohol
Ring cleavage
Hydrolysis
Synthesis
Acetonitrile
Epoxide
Reagents
Bismuth
vic-diols
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Summary:Various epoxides and aziridines undergo smooth ring-opening with water in presence of 10 mol% of bismuth triflate in acetonitrile/water (8:2) under mild reaction conditions to provide the corresponding vic-diols and β-amino alcohols in excellent yields with high regioselectivity. Graphical Abstract
Bibliography:http://dx.doi.org/10.1007/s10562-009-9927-9
ISSN:1011-372X
1572-879X
DOI:10.1007/s10562-009-9927-9