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Phosphorus, Sulfur, and Silicon and the Related Elements Volume 185, 2010 - Issue 5-6: A Tribute to the Chemistry of Professor Naomichi Furukawa
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Original Articles

Rhodium-Catalyzed Anti-Markovnikov–Type Hydrophosphination of Terminal Alkynes with Diphosphines and Hydrosilanes in the Presence of Oxygen

Shin-ichi Kawaguchi Department of Applied Chemistry, Graduate School of Engineering, Osaka Prefecture University, Osaka, Japan
,
Mao Kotani Department of Applied Chemistry, Graduate School of Engineering, Osaka Prefecture University, Osaka, Japan
,
Takashi Ohe Department of Applied Chemistry, Graduate School of Engineering, Osaka Prefecture University, Osaka, Japan
,
Shoko Nagata Department of Applied Chemistry, Graduate School of Engineering, Osaka Prefecture University, Osaka, Japan
,
Akihiro Nomoto Department of Applied Chemistry, Graduate School of Engineering, Osaka Prefecture University, Osaka, Japan
,
Motohiro Sonoda Department of Applied Chemistry, Graduate School of Engineering, Osaka Prefecture University, Osaka, Japan
&
Akiya Ogawa Department of Applied Chemistry, Graduate School of Engineering, Osaka Prefecture University, Osaka, Japan
 show all
Pages 1090-1097 | Received 03 Dec 2008, Accepted 14 Jan 2009, Published online: 27 May 2010
 
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Abstract

A novel rhodium(I)-catalyzed hydrophosphination of terminal alkynes with diphosphines and hydrosilanes takes place regioselectively in the presence of small amounts of oxygen. After air-oxidation during workups, the corresponding anti-Markovnikov–type vinylic phosphine oxides were obtained in good yields.

Acknowledgments

Dedicated to Professor Naomichi Furukawa on the occasion of his 70th birthday.

This research was supported by a Grant-in-Aid for Scientific Research on Priority Areas (Area 444, No. 19020061) and Scientific Research (B, 19350095), from the Ministry of Education, Culture, Sports, Science and Technology, Japan.

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