Opportune gem-Silylborylation of Carbonyl Compounds: A Modular and Stereocontrolled Entry to Tetrasubstituted Olefins

Enrico La Cascia, Ana B. Cuenca, Elena Fernández

Research output: Indexed journal article Articlepeer-review

47 Citations (Scopus)

Abstract

An easy access to highly versatile gem-silylboronate synthons is achieved by means of a new olefination reagent, HC(Bpin)2(SiMe3). Subsequent silicon or boron-based selective functionalization allows for the modular and stereocontrolled synthesis of all-carbon tetrasubstituted alkenes. A particular attraction of this approach is the iododesilylation reaction, which becomes a pivotal tool for C−Si functionalization.

Original languageEnglish
Pages (from-to)18737-18741
Number of pages5
JournalChemistry - A European Journal
Volume22
Issue number52
DOIs
Publication statusPublished - 23 Dec 2016
Externally publishedYes

Keywords

  • alkenes
  • gem-silylborylation
  • insertion
  • iododesilylation
  • tamoxifen

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