Use of alkyl 2,4,6-triisopropylbenzoates in the asymmetric homologation of challenging boronic esters

Robin Larouche-Gauthier, Catherine J. Fletcher, Irantzu Couto, Varinder K. Aggarwal*

*Corresponding author for this work

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

52 Citations (Scopus)

Abstract

(-)-Sparteine induced lithiation of primary 2,4,6-triisopropylbenzoates and subsequent homologation of boronic esters is reported. A comparative study with lithiated N,N-diisopropylcarbamates has demonstrated the superiority of the hindered benzoate.

Original languageEnglish
Pages (from-to)12592-12594
Number of pages3
JournalChemical Communications
Volume47
Issue number47
DOIs
Publication statusPublished - 2011

Keywords

  • DIPOLE-STABILIZED CARBANIONS
  • (+)-SPARTEINE SURROGATE
  • CHIRAL CARBENOIDS
  • SULFUR YLIDES
  • ORGANOBORANES
  • REARRANGEMENT
  • LITHIATION
  • BORANES

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