Asymmetric Synthesis of Tertiary and Quaternary Allyl- and Crotylsilanes via the Borylation of Lithiated Carbamates

Varinder K. Aggarwal*, Michael Binanzer, M. Carolina de Ceglie, Maddalena Gallanti, Ben W Glasspoole, Stephanie J. F. Kendrick, Ravindra P Sonawane, Ana Vazquez-Romero, Matthew P Webster

*Corresponding author for this work

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

48 Citations (Scopus)

Abstract

Tertiary allyl- or crotylsilanes have been prepared in high er and dr via the lithiation-borylation reaction of alkyl carbamates with silaboronates. Using a related strategy, quaternary allylsilanes could be accessed in similarly high er.

Original languageEnglish
Pages (from-to)1490-1493
Number of pages4
JournalOrganic Letters
Volume13
Issue number6
DOIs
Publication statusPublished - 18 Mar 2011

Keywords

  • ENANTIOSELECTIVE SYNTHESIS
  • STEREOCONTROLLED SYNTHESIS
  • STEREOSELECTIVE-SYNTHESIS
  • BORONIC ESTERS
  • ALLYLSILANES
  • REAGENTS
  • DEPROTONATION
  • SUBSTITUTIONS
  • SILYLBORANES
  • CARBENOIDS

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