Recycling the Waste: The Development of a Catalytic Wittig Reaction
Christopher J. O'Brien *, Jennifer L. Tellez, Zachary S. Nixon, Lauren J. Kang, Andra L. Carter, Stephen R. Kunkel, Katherine C. Przeworski, Gregory A. Chass
*Department of Chemistry and Biochemistry, The University of
Texas at Arlington, Box 19065, Arlington, TX 76019 (USA), Email: cobrien
uta.edu
C. J. O'Brien, J. L. Tellez, Z. S. Nixon, L. J. Kang, A. L. Carter, S. R. Kunkel, K. C. Przeworski, G. A. Chass, Angew. Chem. Int. Ed., 2008, 48, 6836-6839.
DOI: 10.1002/anie.200902525
see article for more reactions
Abstract
3-Methyl-1-phenylphospholane-1-oxide as precatalyst and an organosilane reducing agent are the key components in a Wittig reaction catalytic in phosphine. Various heteroaryl, aryl, and alkyl adehydes could be efficiently converted to the corresponding alkenes in good yield using this precatalyst. The protocol also functions well on larger scale.
see article for more exampels
proposed catalytic cycle
Key Words
Wittig Reaction, Organocatalysis, Diphenylsilane
ID: J06-Y2009-0750
