Please use this identifier to cite or link to this item: https://doi.org/10.1002/chem.201201301
Title: Metal amidoboranes: Superior double-hydrogen-transfer agents in the reduction of ketones and imines
Authors: Xu, W.
Wu, G.
Yao, W.
Fan, H.
Wu, J. 
Chen, P.
Keywords: hydrogenation
imines
ketones
metal amidoboranes
reduction
Issue Date: 22-Oct-2012
Source: Xu, W., Wu, G., Yao, W., Fan, H., Wu, J., Chen, P. (2012-10-22). Metal amidoboranes: Superior double-hydrogen-transfer agents in the reduction of ketones and imines. Chemistry - A European Journal 18 (43) : 13885-13892. ScholarBank@NUS Repository. https://doi.org/10.1002/chem.201201301
Abstract: Metal amidoboranes (MABs), such as lithium amidoborane (LiAB), show superior ability in reducing ketones and imines directly into their corresponding secondary alcohols and amines, respectively, at room temperature with high conversion and yields. A mechanistic study indicates that the reduction proceeds through a double-hydrogen-transfer process. Both protic H(N) and hydridic H(B) protons in the amidoborane participate in the reaction. Theoretical investigations show that the first (and rate-determining) step of the reduction reaction is the elimination of LiH from LiAB, followed by the transfer of H(Li) to the C site of the unsaturated bond. Copyright © 2012 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.
Source Title: Chemistry - A European Journal
URI: http://scholarbank.nus.edu.sg/handle/10635/76478
ISSN: 09476539
DOI: 10.1002/chem.201201301
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