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

Academic Article
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Overview

related to degree

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

authors

  • Lira, Ricardo
  • Roush, William

publication date

  • October 2007

journal

  • Organic Letters  Journal

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.

subject areas

  • Aldehydes
  • Alkenes
  • Boronic Acids
  • Catalysis
  • Molecular Structure
  • Silanes
  • Stereoisomerism
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Identity

International Standard Serial Number (ISSN)

  • 1523-7060

Digital Object Identifier (DOI)

  • 10.1021/ol7018746

PubMed ID

  • 17867698
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Additional Document Info

start page

  • 4315

end page

  • 4318

volume

  • 9

issue

  • 21

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