Expanding the C 1-symmetric bicyclo[2.2.1]heptadiene ligand family

Highly enantioselective synthesis of cyclic β-aryl-substituted carbonyl compounds

Chia Chen Liu, Damodar Janmanchi, Chun Chih Chen, Hsyueh-Liang Wu

Research output: Contribution to journalArticle

27 Citations (Scopus)

Abstract

The efficient preparation of highly enantioenriched cyclic β-aryl-substituted carbonyl compounds has been achieved through the Rh I-catalyzed asymmetric 1,4-addition of an array of arylboronic acids to cyclic α,β-unsaturated carbonyl compounds. In the presence of 0.1 or 0.5 mol-% of the Rh I/1g complex, the products of conjugate addition were isolated in 89 to 98%ee and in good to excellent yield.

Original languageEnglish
Pages (from-to)2503-2507
Number of pages5
JournalEuropean Journal of Organic Chemistry
Issue number13
DOIs
Publication statusPublished - 2012 May 1

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heptadiene
Carbonyl compounds
carbonyl compounds
Ligands
ligands
synthesis
preparation
acids
Acids
products

Keywords

  • Asymmetric catalysis
  • Boron
  • Conjugate addition
  • Diene ligands
  • Enantioselectivity
  • Rhodium

ASJC Scopus subject areas

  • Physical and Theoretical Chemistry
  • Organic Chemistry

Cite this

Expanding the C 1-symmetric bicyclo[2.2.1]heptadiene ligand family : Highly enantioselective synthesis of cyclic β-aryl-substituted carbonyl compounds. / Liu, Chia Chen; Janmanchi, Damodar; Chen, Chun Chih; Wu, Hsyueh-Liang.

In: European Journal of Organic Chemistry, No. 13, 01.05.2012, p. 2503-2507.

Research output: Contribution to journalArticle

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