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Silica gel promotes reductions of aldehydes and ketones by N-heterocyclic carbene boranes

UNSPECIFIED (2012) Silica gel promotes reductions of aldehydes and ketones by N-heterocyclic carbene boranes. Organic Letters, 14 (17). 4540 - 4543. ISSN 1523-7060

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Abstract

N-Heterocyclic carbene boranes (NHC-boranes) such as 1,3-dimethylimidazol- 2-ylidine trihydridoborane (diMe-Imd-BH3) serve as practical hydride donors for the reduction of aldehydes and ketones in the presence of silica gel. Primary and secondary alcohols are formed in good yields under ambient conditions. Aldehydes are selectively reduced in the presence of ketones. One, two, or even all three of the boron hydrides can be transferred. The process is attractive because all the components are stable and easy to handle and because both the reaction and isolation procedures are convenient. © 2012 American Chemical Society.


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Details

Item Type: Article
Status: Published
Date: 7 September 2012
Date Type: Publication
Journal or Publication Title: Organic Letters
Volume: 14
Number: 17
Page Range: 4540 - 4543
DOI or Unique Handle: 10.1021/ol302010f
Schools and Programs: Dietrich School of Arts and Sciences > Chemistry
Refereed: Yes
ISSN: 1523-7060
PubMed ID: 22894134
Date Deposited: 20 Mar 2013 16:42
Last Modified: 05 Jan 2019 15:58
URI: http://d-scholarship.pitt.edu/id/eprint/17816

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