Stereospecific conversion of alcohols into pinacol boronic esters using lithiation-borylation methodology with pinacolborane

Stefan Roesner, Christopher A. Brown, Maziar Mohiti, Alexander P. Pulis, Ramesh Rasappan, Daniel J. Blair, Stephanie Essafi, Daniele Leonori, Varinder K. Aggarwal*

*Corresponding author for this work

Research output: Contribution to journalArticle (Academic Journal)peer-review

19 Citations (Scopus)
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Abstract

The synthesis of primary and secondary pinacol boronic esters via lithiation-borylation of carbamates and benzoates with pinacolborane is described. This new protocol enables the highly selective synthesis of enantioenriched and geometrically defined boronic esters that cannot otherwise be accessed by alternative methodologies.

Original languageEnglish
Pages (from-to)4053-4055
Number of pages3
JournalChemical Communications
Volume50
Issue number31
Early online date26 Feb 2014
DOIs
Publication statusPublished - 2014

Keywords

  • ASYMMETRIC HYDROBORATION
  • ELECTROPHILIC SUBSTITUTION
  • CATALYZED BORYLATION
  • ALKYLBORONIC ESTERS
  • SECONDARY ALCOHOLS
  • COUPLING REACTIONS
  • ALKYL-HALIDES
  • DERIVATIVES
  • ALLYLATION
  • GENERATION

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