Access to 1,1-Diborylalkenes and Concomitant Stereoselective Reactivity

Jordi Royes, Ana B. Cuenca, Elena Fernández

Research output: Indexed journal article Reviewpeer-review

38 Citations (Scopus)

Abstract

Gem-diborylalkenes have emerged as efficient reagents for selective cross-coupling reactions, reduction approaches and Michael additions. The synthesis of 1,1-diborylalkenes involves condensation of polyborated compounds with aldehydes or ketones followed by B–O elimination, geminal diboration of 1,1-dihaloalkenes, 1-haloalkenes or terminal alkynes, dehydrogenative borylation of alkenes, borylation of alkynylboronates and hydroboration of alkynylboronates. These new sets of reactions are general for a wide range of substrates and they can be understood to have complementary mechanisms.

Original languageEnglish
Pages (from-to)2728-2739
Number of pages12
JournalEuropean Journal of Organic Chemistry
Volume2018
Issue number22
DOIs
Publication statusPublished - 15 Jun 2018

Keywords

  • Boranes
  • Borylation
  • Cross-coupling
  • Diboration
  • Reaction mechanisms
  • Stereoselectivity

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