Synthesis of highly enantio-enriched allylsilanes via palladium-catalyzed intramolecular bis-silylation. Determination of the enantiomeric excesses through regio- and stereoselective hydroboration with 9-BBN

Article abstract of DOI:10.1016/S0957-4166(97)00073-6

Highly enantio-enriched (E)-allylsilanes, were synthesized by palladium-catalyzed intramolecular bis-silylation of chiral allyl alcohols and subsequent Peterson-type elimination with organolithium reagents, The enantiomeric excesses of the allylsilanes were determined after hydroboration with 9-BBN followed by oxidation, revealing remarkably high stereospecificity for the present synthesis.