Lithium amidoborane, a highly chemoselective reagent for the reduction of ,-unsaturated ketones to allylic alcoholsElectronic supplementary information (ESI) available: See DOI: 10.1039/c1ob06368e

Lithium amidoborane (LiNH 2 BH 3 , LiAB for short), is capable of chemoselectively reducing ,-unsaturated ketones to the corresponding allylic alcohols at ambient temperature. A mechanistic study shows that the reduction is via a double hydrogen transfer process. The protic H(N) and hydridic H(B) in...

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Main Authors: Xu, Weiliang, Zhou, Yonggui, Wang, Ruimin, Wu, Guotao, Chen, Ping
Format: Article
Language:English
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Summary:Lithium amidoborane (LiNH 2 BH 3 , LiAB for short), is capable of chemoselectively reducing ,-unsaturated ketones to the corresponding allylic alcohols at ambient temperature. A mechanistic study shows that the reduction is via a double hydrogen transfer process. The protic H(N) and hydridic H(B) in amidoborane add to the O and C sites of the carbonyl group, respectively. LiAB selectively reduces ,-unsaturated ketones to allylic alcohols via a double hydrogen transfer process.
ISSN:1477-0520
1477-0539
DOI:10.1039/c1ob06368e