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Published December 16, 2011 | Supplemental Material
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Radical-Mediated Anti-Markovnikov Hydrophosphonation of Olefins


The radical-mediated addition of triphenylphosphonium tetrafluoroborate to olefins (hydrophosphonation) is reported. Both standard radical initiators and photochemical conditions are effective, up to the gram scale. The phosphonium salts are shown to serve as Z-selective Wittig olefination reagents, even without purification.

Additional Information

© 2011 American Chemical Society. Received October 17, 2011. Publication Date (Web): November 15, 2011. The authors would like to thank Amgen and the U.S. Department of Energy for funding. Prof. Christopher J. Douglas (University of Minnesota), Dr. Cheol K. Chung (Merck), and Prof. Guangbin Dong (University of Texas) are thanked for helpful discussions.

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