Stereocontrolled Synthesis of 1,3-Diols from Enones: Cooperative Lewis Base-Mediated Intramolecular Carbonyl Hydrosilylations

作者:Medina Casey; Carter Kyle P; Miller Michael; Clark Timothy B; O'Neil Gregory W*
来源:Journal of Organic Chemistry, 2013, 78(18): 9093-9101.
DOI:10.1021/jo401293a

摘要

A streamlined synthesis of beta-hydroxy ketone substrates has been developed to further investigate a recently discovered cooperative Lewis base-mediated intramolecular carbonyl hydrosilylation reaction. The synthesis features an enone beta-borylation/oxidation sequence that has proven to be quite general and high-yielding. This has allowed for additional investigations into the diastereoselectivity of the hydrosilylation reaction through the preparation of important polyketide fragments.

  • 出版日期2013-9-20