Organic letters

NaIO4/LiBr-mediated diastereoselective dihydroxylation of olefins: A catalytic approach to the prevost-woodward reaction

L Emmanuvel, TMA Shaikh, A Sudalai

Index: Emmanuvel, Lourdusamy; Ali Shaikh, Tanveer Mahammad; Sudalai, Arumugam Organic Letters, 2005 , vol. 7, # 22 p. 5071 - 5074

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Citation Number: 92

Abstract

LiBr catalyzes efficiently the dihydroxylation of alkenes to afford syn and anti diols with excellent diastereoselectivity depending upon the use of NaIO4 (30 mol%) or PhI (OAc) 2 (1 equiv), respectively, as the oxidants. The oxidation of non-benzylic halides has been achieved for the first time to afford the corresponding diols in excellent yields.

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