A Diastereoselective One-Pot, Three-Step Cascade toward alpha-Substituted Allylboronic Esters

作者:Boese Dietrich; Niesobski Patrik; Luebcke Marvin; Pietruszka Joerg*
来源:Journal of Organic Chemistry, 2014, 79(10): 4699-4703.
DOI:10.1021/jo5004168

摘要

A new highly diastereoselective synthesis of chiral a-substituted allylboronic esters, based on a one-pot, three-step cascade, is presented. The palladium- and acid-cocatalyzed reaction cascade involves a desilylation of a TBS-protected allylic alcohol, borylation, and addition of an allyl group to an aldehyde. Herein we present the first application of a TBS-protected allylic alcohol in a palladium-catalyzed borylation/allylation reaction.

  • 出版日期2014-5-16