Developments of Corey-Fuchs Reaction in Organic and Total Synthesis of Natural Products

Author(s): Majid M. Heravi, Shima Asadi, Niousha Nazari, Boshra Malekzadeh Lashkariani.

Journal Name: Current Organic Chemistry

Volume 19 , Issue 22 , 2015

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Abstract:

Corey-Fuchs olefination is a two-step reaction, involving the reaction of an aldehyde and tetrabromomethane (CBr4) in the presence of the triphenylphosphine (Ph3P) to synthesize 1,1-dibromoolefins. In the second step, the conversion of the dibromoolefins to alkynes occurred in the presence of n-BuLi as the base. This transformation was first discovered by E. J. Corey and P. L. Fuchs in 1972. Due to the importance of terminal alkynes in the synthetic organic chemistry, the Corey-Fuchs reaction has found many applications in organic transformations; particularly in the total synthesis of several biologically active natural products, often as starting materials.

Keywords: Corey-Fuchs, Olefination, 1, 1-Dibromoolefins, Total synthesis, Organic synthesis, Terminal alkynes, Triphenylphosphine.

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Article Details

VOLUME: 19
ISSUE: 22
Year: 2015
Page: [2196 - 2219]
Pages: 24
DOI: 10.2174/1385272819666150619174010
Price: $58

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