Copper(I)-catalyzed borylative exo -cyclization of alkenyl halides containing unactivated double bond

Koji Kubota, Eiji Yamamoto, Hajime Ito

Research output: Contribution to journalArticle

127 Citations (Scopus)

Abstract

A borylative exo-cyclization of alkenyl halides has been reported. The reaction includes the regioselective addition of a borylcopper(I) intermediate to unactivated terminal alkenes, followed by the intramolecular substitution of the resulting alkylcopper(I) moiety for the halide leaving groups. Experimental and theoretical investigations of the reaction mechanism have also been described. This reaction provides a new method for the synthesis of alkylboronates containing strained cycloalkyl structures from simple starting materials.

Original languageEnglish
Pages (from-to)2635-2640
Number of pages6
JournalJournal of the American Chemical Society
Volume135
Issue number7
DOIs
Publication statusPublished - Feb 20 2013
Externally publishedYes

All Science Journal Classification (ASJC) codes

  • Catalysis
  • Chemistry(all)
  • Biochemistry
  • Colloid and Surface Chemistry

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