Copper(I)-catalyzed diastereoselective borylative exo-cyclization of alkenyl aryl ketones

Eiji Yamamoto, Ryoto Kojima, Koji Kubota, Hajime Ito

Research output: Contribution to journalArticle

7 Citations (Scopus)

Abstract

Copper(I)-catalyzed diastereoselective borylative exo-cyclization of alkenyl ketones with bis(pinacolato)diboron is reported. The reaction of alkenyl aryl ketones under a CuCl/Xantphos catalyst system provides four- or five-membered-ring syn-2-(borylmethyl)cycloalkanol derivatives in good yields with high syn selectivities. The utility of this method is demonstrated by further transformations of the cyclic products.

Original languageEnglish
Article numberst-2015-u0477-l
Pages (from-to)272-276
Number of pages5
JournalSynlett
Volume27
Issue number2
DOIs
Publication statusPublished - Jan 23 2016
Externally publishedYes

Fingerprint

Cyclization
Ketones
Copper
Derivatives
Catalysts
xantphos
bis(pinacolato)diboron

All Science Journal Classification (ASJC) codes

  • Organic Chemistry

Cite this

Copper(I)-catalyzed diastereoselective borylative exo-cyclization of alkenyl aryl ketones. / Yamamoto, Eiji; Kojima, Ryoto; Kubota, Koji; Ito, Hajime.

In: Synlett, Vol. 27, No. 2, st-2015-u0477-l, 23.01.2016, p. 272-276.

Research output: Contribution to journalArticle

Yamamoto, Eiji ; Kojima, Ryoto ; Kubota, Koji ; Ito, Hajime. / Copper(I)-catalyzed diastereoselective borylative exo-cyclization of alkenyl aryl ketones. In: Synlett. 2016 ; Vol. 27, No. 2. pp. 272-276.
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