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   TEBBE reagent

 


It exhibits carbenoid behavior after the addition of a catalytic amout of pyridine.


mechanism:



remarks:

  • The Tebbe's reagent transfers a methylene group (CH2) efficiently to various carbonyl compounds to afford olefins.
  • See also: Petasis olefination


references:

J. Org. Chem. 2006, 71, 5457.
J. Am. Chem. Soc. 1997, 119, 7483.
J. Am. Chem. Soc. 1993, 115, 10400.
J. Org. Chem. 1985, 50, 1212.
J. Am. Chem. Soc. 1978, 100, 3611.