Stereoselective Synthesis ofZAlkenyl Halides via Julia Olefination
The Journal of Organic Chemistry2006Vol. 71(5), pp. 2009–2013
Citations Over TimeTop 10% of 2006 papers
Abstract
Julia olefination between alpha-halomethyl sulfones and a variety of aldehydes afforded alkenyl halides in good to excellent yields with high E/Z stereoselectivities. Sulfones were readily prepared in two or three steps from commercially available reagents in good yields. Optimization revealed that the nature of the solvent, the base, and the additive were crucial to obtain the desired alkenyl halides.
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