Reductions of aldehydes and ketones with a readily available N-heterocyclic carbene borane and acetic acid

Lamm, V and Pan, X and Taniguchi, T and Curran, DP (2013) Reductions of aldehydes and ketones with a readily available N-heterocyclic carbene borane and acetic acid. Beilstein Journal of Organic Chemistry, 9. 675 - 680.

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Abstract

Acetic acid promotes the reduction of aldehydes and ketones by the readily available N-heterocyclic carbene borane, 1,3-dimethylimidazol-2-ylidene borane. Aldehydes are reduced over 1-24 h at room temperature with 1 equiv of acetic acid and 0.5 equiv of the NHC-borane. Ketone reductions are slower but can be accelerated by using 5 equiv of acetic acid. Aldehydes can be selectively reduced in the presence of ketones. On a small scale, products are isolated by evaporation of the reaction mixture and direct chromatography. © 2013 Lamm et al.

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Details

Item Type:	Article
Status:	Published
Creators/Authors:	Creators Email Pitt Username ORCID Lamm, V Pan, X Taniguchi, T Curran, DP curran@pitt.edu CURRAN
Date:	8 April 2013
Date Type:	Publication
Journal or Publication Title:	Beilstein Journal of Organic Chemistry
Volume:	9
Page Range:	675 - 680
DOI or Unique Handle:	10.3762/bjoc.9.76
Schools and Programs:	Dietrich School of Arts and Sciences > Chemistry
Refereed:	Yes
Other ID:	NLM PMC3629027
PubMed Central ID:	PMC3629027
PubMed ID:	23616812
Date Deposited:	05 Mar 2014 21:28
Last Modified:	02 Feb 2019 15:58
URI:	http://d-scholarship.pitt.edu/id/eprint/20682

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