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. 2005 Aug 10;127(31):10836-7.
doi: 10.1021/ja0528331.

A reaction for sp(3)-sp(3) C-C bond formation via cooperation of Lewis acid-promoted/Rh-catalyzed C-H bond activation

Lei Shi  1 , Yong-Qiang Tu, Min Wang, Fu-Min Zhang, Chun-An Fan, Yu-Ming Zhao, Wu-Jiong Xia
Affiliations

A reaction for sp(3)-sp(3) C-C bond formation via cooperation of Lewis acid-promoted/Rh-catalyzed C-H bond activation

Lei Shi et al. J Am Chem Soc. .

Abstract

A new method for intermolecular sp3-sp3 C-C bond formation between primary aliphatic alcohol and olefin by use of a RhCl(PPh3)3 (cat.)/BF3.OEt2 (2.5 equiv)/BuBr (0.5 equiv)/toluene system was first disclosed, which possessed quite significant utilities for organic synthesis, especially for that of secondary alcohols. The most significant aspect is the discovery that rhodium-catalyzed C-H bond activation of alcohols is feasible under Lewis acid-promoted conditions.

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