Enantio- and diastereoselective synthesis of syn-beta-hydroxyallylsilanes via a chiral (Z)-gamma-silylallylboronate

Academic Article
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related to degree

  • Lira, Ricardo, Ph.D. in Chemistry, Scripps Research , Transferred from University of Michigan with advisor 2005 - 2008

publication date

  • October 2007

abstract

  • syn-beta-Hydroxyallylsilanes of general structure 11 and 28 are prepared in 50-86% yield and 91-95% ee (for aliphatic aldehydes; 50% ee for benzaldehyde) via the BF(3).Et(2)O-promoted gamma-silylallylboration reactions, using reagents 14 and 15.