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

  • 1. ROR icon California Institute of Technology

Abstract

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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Additional details

Identifiers

Eprint ID
28632
DOI
10.1021/ol202790n
Resolver ID
CaltechAUTHORS:20120103-151517138

Funding

Amgen
Department of Energy (DOE)

Dates

Created
2012-01-03
Created from EPrint's datestamp field
Updated
2021-11-09
Created from EPrint's last_modified field