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1,4-Butanediol as a reducing agent in transfer hydrogenation reactions


Reference:

Maytum, H. C., Francos, J., Whatrup, D. J. and Williams, J. M. J., 2010. 1,4-Butanediol as a reducing agent in transfer hydrogenation reactions. Chemistry - An Asian Journal, 5 (3), pp. 538-542.

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Official URL:

http://dx.doi.org/10.1002/asia.200900527

Abstract

1,4-Butanediol is able to deliver two equivalents of H-2 in hydrogen-transfer reactions to ketones, imines, and alkenes. Unlike simple alcohols, which establish equilibrium in the reduction of ketones, 1,4-butanediol acts essentially irreversibly owing to the formation of butyrolactone, which acts as a thermodynamic sink. It is therefore not necessary to use 1,4-butanediol in great excess in order to achieve reduction reactions. In addition, allylic alcohols are reduced to saturated alcohols through an isomerization/reduction sequence using a ruthenium catalyst with 1,4-butanediol as the reducing agent. Imines and alkenes are also reduced under similar conditions.

Details

Item Type Articles
CreatorsMaytum, H. C., Francos, J., Whatrup, D. J. and Williams, J. M. J.
DOI10.1002/asia.200900527
DepartmentsFaculty of Science > Chemistry
RefereedYes
StatusPublished
ID Code18459

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