Morita-Baylis-Hillman Reaction

Mechanism of the Morita-Baylis-Hillman Reaction

Original publication	Bull. Chem. Soc. Jpn.. 1968, 41, 2815. Ger. Patent 2155113. 1972, 0, 0.
Reviews	Angew. Chem. Int. Ed.. 2007, 46, 4614. Chem. Rev.. 2003, 103, 811. Chem. Rev.. 2009, 109, 1. Chem. Rev.. 2010, 110, 5447. Chem. Soc. Rev.. 2007, 36, 1581. Chem. Soc. Rev.. 2012, 41, 68. Org. React.. 1997, 51, 201. Tetrahedron. 1996, 52, 8001. Tetrahedron. 2008, 64, 4511.

Sample reactions

Me2S, TfOH

MeCN

-35 °C to RT, 2 h, 67%

(CH2O)n, La(OTf)3, N(CH2CH2OH)3, Et3P

CH2Cl2

-78 to -20 °C, 6.5 h, 70%

AgOTf, DBU, 2,6-Di-tert-butyl-4-methylpyridine

PhMe

RT, 13.5 h, 70%