Silicon-tethered strategy for copper(I)-catalyzed stereo- and regioselective alkylboration of alkynes

Koji Kubota, Hiroaki Iwamoto, Eiji Yamamoto, Hajime Ito

Research output: Contribution to journalArticlepeer-review

38 Citations (Scopus)

Abstract

Stereoselective silicon-tethered alkylboration of alkynes in the presence of a copper(I) catalyst and a diboron reagent provided the corresponding cyclic alkenylboronates in high yields (up to 99% yield) with excellent regio- and syn-selectivities (E/Z = <1:99). The products, which can be considered as the formal alkyne intermolecular alkylboration products, undergo subsequent selective derivatization, including ring opening, to give functionalized trans-stilbene derivatives.

Original languageEnglish
Pages (from-to)620-623
Number of pages4
JournalOrganic letters
Volume17
Issue number3
DOIs
Publication statusPublished - Feb 6 2015
Externally publishedYes

All Science Journal Classification (ASJC) codes

  • Biochemistry
  • Physical and Theoretical Chemistry
  • Organic Chemistry

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