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Regio- and diastereoselective reduction of nonenolizable α-diketones to acyloins mediated by indium metal
, J. Dash, N. Sahu, S. Gupta
Published in
2002
PMID: 11893210
Volume: 4
   
Issue: 6
Pages: 1015 - 1018
Abstract
(equation presented) 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)4MeOH-PhH condition provides a convenient and regioselective access to highly functionalized cyclopentane carboxaldehydes, potential building blocks in organic syntheses.
About the journal
JournalOrganic Letters
ISSN15237060