Intramolecular hydrosilylation and silicon-assisted cross-coupling: an efficient route to trisubstituted homoallylic alcohols.

作者: Scott E. Denmark , Weitao Pan

DOI: 10.1021/OL006769Y

关键词: Intramolecular forceArylOrganic chemistryChemistryCombinatorial chemistryStereoselectivityHalideSiliconCatalysisHydrosilylationPalladium

摘要: Alkylidenesilacyclopentanes (formed by intramolecular hydrosilylation of homopropargyl alcohols) are efficiently coupled with aryl or alkenyl halides in the presence tetrabutylammonium fluoride and a palladium(0) catalyst. Yields cross-coupling were generally high, reaction is compatible wide range functional groups. The overall transformation achieves conversion alcohols to trisubstituted homoallylic highly stereoselective fashion.

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