Copper(I)-catalyzed enantioselective nucleophilic borylation of aldehydes: An efficient route to enantiomerically enriched α-alkoxyorganoboronate esters

Koji Kubota, Eiji Yamamoto, Hajime Ito

Research output: Contribution to journalArticle

34 Citations (Scopus)

Abstract

The first catalytic enantioselective nucleophilic borylation of a

A series of aldehydes reacted with a diboron reagent in the presence of a copper(I)/DTBM-SEGPHOS complex catalyst using MeOH as a proton source to give the corresponding optically active α-alkoxyorganoboronate esters with excellent enantioselectivities. Furthermore, the products could be readily converted to the corresponding functionalized chiral alcohol derivatives through stereospecific C-C bond forming reactions involving the stereogenic C-B bond.

Original languageEnglish
Pages (from-to)420-424
Number of pages5
JournalJournal of the American Chemical Society
Volume137
Issue number1
DOIs
Publication statusPublished - Jan 14 2015
Externally publishedYes

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Enantioselectivity
Aldehydes
Protons
Copper
Esters
Alcohols
Derivatives
Catalysts

All Science Journal Classification (ASJC) codes

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

Cite this

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AU - Ito, Hajime

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