Homologation of Boronic Esters with Lithiated Epoxides for the Stereocontrolled Synthesis of 1,2- and 1,3-Diols and 1,2,4-Triols

Emeline Vedrenne, Olov A. Wallner, Maxime Vitale, Frank Schmidt, Varinder K. Aggarwal*

*Corresponding author for this work

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

59 Citations (Scopus)

Abstract

Lithiated epoxides react stereospecifically with boronic esters to give syn-1,2-diols, a process that can be used iteratively to create triols containing four stereogenic centers.

Original languageEnglish
Pages (from-to)165-168
Number of pages4
JournalOrganic Letters
Volume11
Issue number1
DOIs
Publication statusPublished - 1 Jan 2009

Keywords

  • STEREOSELECTIVE-SYNTHESIS
  • ASYMMETRIC DIHYDROXYLATION
  • TETRASUBSTITUTED OXIRANES
  • TERMINAL EPOXIDES
  • CHIRAL CARBENOIDS
  • WITTIG REACTION
  • CHEMISTRY
  • BORANES
  • ALKENES
  • ORGANOBORANES

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