1, 3-diol synthesis via controlled, radical-mediated C− H functionalization

K Chen, JM Richter, PS Baran

Index: Chen, Ke; Richter, Jeremy M.; Baran, Phil S. Journal of the American Chemical Society, 2008 , vol. 130, # 23 p. 7247 - 7249

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Citation Number: 106

Abstract

The invention of a method for the synthesis of 1, 3-diols from the corresponding alcohols is described, via controlled, radical-mediated C− H functionalization. The sequence described herein entails near quantitative conversion to the corresponding trifluoroethyl carbamate, followed by a variant of the Hofmann− Löffler− Freytag reaction, cyclization, and hydrolysis to provide the 1, 3-diols. In addition to the 10 examples presented herein, the syntheses of ...