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Regio- and stereoselective synthesis of alkenylphosphines: a rhodium-catalyzed hydrophosphination of alkynes using a silylphosphine.

The Journal of organic chemistry (2006-11-18)
Minoru Hayashi, Yutaka Matsuura, Yutaka Watanabe
ABSTRAKT

A novel rhodium-catalyzed hydrophosphination of alkynes using a silylphosphine as a phosphino group source is described. A variety of alkynes, both terminal and internal ones with aryl, alkyl, and carboxyl groups, gave the corresponding alkenylphosphines in a highly regioselective and syn-selective manner. Alkenes with an electron-withdrawing group also gave the corresponding adducts in good yields.

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Sigma-Aldrich
Silver trifluoromethanesulfonate, ≥99%