Stereoselective Synthesis of Z Alkenyl Halides via Julia Olefination
Marie-Eve Lebrun, Paul Le Marquand and Carl Berthelette*
*Department of Medicinal Chemistry, Merck Frosst Centre for Therapeutic Research, Post Office Box 1005, Pointe-Claire/Dorval, Québec H9R 4P8, Canada, Email: carl_berthelettemerck.com
M.-E. Lebrun, P. Le Marquand, C. Berthelette, J. Org. Chem., 2006, 71, 2009-2013.
DOI: 10.1021/jo052370h
Abstract
An optimized Julia olefination between readily available α-halomethyl sulfones and a variety of
aldehydes afforded alkenyl halides in good to excellent yields with high E/Z
stereoselectivities.
see article for more examples
Key Words
modified Julia Olefination, alkenyl halides
ID: J42-Y2006-640