A Reaction for sp<sup>3</sup>−sp<sup>3</sup> C−C Bond Formation via Cooperation of Lewis Acid-Promoted/Rh-Catalyzed C−H Bond Activation

Lei Shi(Lanzhou University), Yong‐Qiang Tu(Lanzhou University), Min Wang(Lanzhou University), Fu‐Min Zhang(Lanzhou University), Chun‐An Fan(Lanzhou University), Yu‐Ming Zhao(Lanzhou University), Wujiong Xia(Lanzhou University)
Journal of the American Chemical Society
July 16, 2005
10.1021/ja0528331
Cited by 169Open Access
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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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