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Pure and Applied Chemistry

The Scientific Journal of IUPAC

Ed. by Burrows, Hugh / Stohner, Jürgen

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IMPACT FACTOR 2017: 5.294

CiteScore 2017: 3.42

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1365-3075
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Volume 77, Issue 7

Issues

Asymmetric catalytic addition of diorganozinc reagents to imines: Scope and application

André B. Charette
  • Corresponding author
  • Département de Chimie, Université de Montréal, Montréal H3C 3J7, Canada
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/ Alessandro A. Boezio
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  • Département de Chimie, Université de Montréal, Montréal H3C 3J7, Canada
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/ Alexandre Côté
  • Corresponding author
  • Département de Chimie, Université de Montréal, Montréal H3C 3J7, Canada
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/ Elaine Moreau
  • Corresponding author
  • Département de Chimie, Université de Montréal, Montréal H3C 3J7, Canada
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/ Julien Pytkowicz
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  • Département de Chimie, Université de Montréal, Montréal H3C 3J7, Canada
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/ Jean-Nicolas Desrosiers
  • Corresponding author
  • Département de Chimie, Université de Montréal, Montréal H3C 3J7, Canada
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/ Claude Legault
  • Corresponding author
  • Département de Chimie, Université de Montréal, Montréal H3C 3J7, Canada
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Published Online: 2009-01-01 | DOI: https://doi.org/10.1351/pac200577071259

The copper-catalyzed diorganozinc addition to N-diphenylphosphinoylimines was shown to proceed with a very high degree of enantiocontrol if the reaction was run in the presence of Me-DuPHOS monoxide ligand (BozPHOS). The scope of the reaction is described as well as our efforts to identify the nature of the enantioactive metal complex responsible for the high asymmetric induction.

Keywords: asymmetry; BozPHOS; catalysis; copper; diorganozinc; enantioselectivity; phosphinoylimine; redox; sulfinate; α-chiral amines

Conference

International Conference on Organic Synthesis (ICOS-15), International Conference on Organic Synthesis, ICOS, Organic Synthesis, 15th, Nagoya, Japan, 2004-08-01–2004-08-06

About the article

Published Online: 2009-01-01

Published in Print: 2005-01-01


Citation Information: Pure and Applied Chemistry, Volume 77, Issue 7, Pages 1259–1267, ISSN (Online) 1365-3075, ISSN (Print) 0033-4545, DOI: https://doi.org/10.1351/pac200577071259.

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