A reaction for sp3-sp3 C-C bond formation via cooperation of Lewis acid-promoted/Rh-catalyzed C-H bond activation

Lei Shi; Yong Qiang Tu; Min Wang; Fu Min Zhang; Chun An Fan; Yu Ming Zhao; Wu Jiong Xia

doi:10.1021/ja0528331

A reaction for sp³-sp³ C-C bond formation via cooperation of Lewis acid-promoted/Rh-catalyzed C-H bond activation

Lei Shi
, Yong Qiang Tu^*
, Min Wang
, Fu Min Zhang
, Chun An Fan
, Yu Ming Zhao
, Wu Jiong Xia

^*Corresponding author for this work

Lanzhou University

Research output: Contribution to journal › Article › peer-review

152 Scopus citations

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.

Original language	English
Pages (from-to)	10836-10837
Number of pages	2
Journal	Journal of the American Chemical Society
Volume	127
Issue number	31
DOIs	https://doi.org/10.1021/ja0528331
State	Published - 10 Aug 2005
Externally published	Yes

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title = "A reaction for sp3-sp3 C-C bond formation via cooperation of Lewis acid-promoted/Rh-catalyzed C-H bond activation",

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.",

author = "Lei Shi and Tu, \{Yong Qiang\} and Min Wang and Zhang, \{Fu Min\} and Fan, \{Chun An\} and Zhao, \{Yu Ming\} and Xia, \{Wu Jiong\}",

year = "2005",

month = aug,

day = "10",

doi = "10.1021/ja0528331",

language = "英语",

volume = "127",

pages = "10836--10837",

journal = "Journal of the American Chemical Society",

issn = "0002-7863",

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T1 - A reaction for sp3-sp3 C-C bond formation via cooperation of Lewis acid-promoted/Rh-catalyzed C-H bond activation

AU - Shi, Lei

AU - Tu, Yong Qiang

AU - Wang, Min

AU - Zhang, Fu Min

AU - Fan, Chun An

AU - Zhao, Yu Ming

AU - Xia, Wu Jiong

PY - 2005/8/10

Y1 - 2005/8/10

N2 - 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.

AB - 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.

UR - https://www.scopus.com/pages/publications/23744445162

U2 - 10.1021/ja0528331

DO - 10.1021/ja0528331

M3 - 文章

AN - SCOPUS:23744445162

SN - 0002-7863

VL - 127

SP - 10836

EP - 10837

JO - Journal of the American Chemical Society

JF - Journal of the American Chemical Society

IS - 31

ER -

A reaction for sp³-sp³ C-C bond formation via cooperation of Lewis acid-promoted/Rh-catalyzed C-H bond activation

Abstract

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