Regio- and Stereoselective Hydrophosphination Reactions of Alkynes with Phosphine−Boranes: Access to Stereodefined Vinylphosphine Derivatives
- 5 August 2003
- journal article
- Published by American Chemical Society (ACS) in The Journal of Organic Chemistry
- Vol. 68 (18) , 7016-7022
- https://doi.org/10.1021/jo030096q
Abstract
Vinylphosphine−borane complexes are easily synthesized by regio- and stereoselective hydrophosphination of terminal alkynes with use of secondary phosphine−boranes as hydrophosphinating agent. The regioselectivity of the reaction is efficiently controlled by the choice of the activation process: thermal or metal catalyst activation. The vinylphosphine derivatives are purified by chromatography on silica gel. Scalability of the process is demonstrated on a gram scale. This simple route should promote the use of vinylphosphines as building blocks for organic and organometallic chemistry.Keywords
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