Regio- and diastereoselective reduction of nonenolizable α-diketones to acyloins mediated by indium metal

Khan, Faiz Ahmed ; Dash, Jyotirmayee ; Sahu, Nilam ; Gupta, Sharad (2002) Regio- and diastereoselective reduction of nonenolizable α-diketones to acyloins mediated by indium metal Organic Letters, 4 (6). pp. 1015-1018. ISSN 1523-7060

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Official URL: http://pubs.acs.org/doi/abs/10.1021/ol025593s

Related URL: http://dx.doi.org/10.1021/ol025593s

Abstract

α-Diketones are efficiently reduced with indium metal in methanol-water in the presence of NH4Cl, LiCl, or NaCl to give regio- and diastereoselectively the corresponding acyloins in good to excellent yield. The cleavage of the acyloins under Pb(OAc)4/MeOH-PhH condition provides a convenient and regioselective access to highly functionalized cyclopentane carboxaldehydes, potential building blocks in organic syntheses.

Item Type:Article
Source:Copyright of this article belongs to American Chemical Society.
ID Code:79664
Deposited On:27 Jan 2012 14:50
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