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Highly Stereospecific, Palladium-Catalyzed Cross-Coupling of Alkenylsilanols

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journal contribution
posted on 01.02.2000, 00:00 by Scott E. Denmark, Daniel Wehrli
Alkenylsilanols bearing methyl ((E)-1 and (Z)-1) or isopropyl ((E)-2 and (Z)-2)) substituents are converted to disubstituted alkenes by a palladium(0)-catalyzed cross-coupling reaction with aryl or vinyl iodides in the presence of tetrabutylammonium fluoride or hydroxide. Yields and stereoselectivities are generally high, and the reaction is compatible with a wide range of functional groups.