Metal-Free Reductive Cleavage of C− O σ-bonds in Acyloin Derivatives by an Organic Neutral Super-Electron-Donor†

…, SZ Zhou, EJT Chrystal, JA Murphy

Index: Cutulic, Sylvain P. Y.; Findlay, Neil J.; Zhou, Sheng-Ze; Chrystal, Ewan J. T.; Murphy, John A. Journal of Organic Chemistry, 2009 , vol. 74, # 22 p. 8713 - 8718

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Citation Number: 43

Abstract

Neutral organic electron-donor 7, formally a pyridinylidene carbene dimer, effects reductive cleavage of C− O σ-bonds in acyloin derivatives Ar (CO) CRR′ OX (X= OAc, OPiv, OBz, OMs) and this represents the first cleavage of C− O σ-bonds by a neutral organic electron- donor. The methodology is applicable to a large array of substrates and the reduced counterparts were isolated in good to excellent yields. For certain substrates, donor 7 ...

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