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Dynamic One-Pot Three-Component Catalytic Asymmetric Transformation by Combination of Hydrogen-Bond-Donating and Amine Catalysts
Stockholm Univ, Dept Organ Chem, Arrhenius Lab, S-10691 Stockholm, Sweden .
Stockholm Univ, Dept Organ Chem, Arrhenius Lab, S-10691 Stockholm, Sweden .
Stockholm Univ, Dept Organ Chem, Arrhenius Lab, S-10691 Stockholm, Sweden .
Stockholm Univ, Arrhenius Lab, Berzelii Ctr EXSELENT Porous Mat, S-10691 Stockholm, Sweden .
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2011 (English)In: Angewandte Chemie International Edition, ISSN 1433-7851, E-ISSN 1521-3773, Vol. 50, no 33, 7624-7630 p.Article in journal (Refereed) Published
Abstract [en]

In control: The first dynamic one-pot three-component asymmetric transformation between aldehydes, protected α-cyanoglycine esters, and enals catalyzed by a combination of a simple hydrogen-bond-donating catalyst and a chiral amine catalyst is disclosed. Polysubstituted proline derivatives, which have a quaternary α stereocenter, were synthesized with high endo-, diastereo-, and enantioselectivities (93-99 ee). Copyright © 2011 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.

Place, publisher, year, edition, pages
2011. Vol. 50, no 33, 7624-7630 p.
Keyword [en]
asymmetric catalysis, cycloadditions, multicomponent reactions, nitrogen heterocycles, organocatalysis
National Category
Chemical Sciences
Identifiers
URN: urn:nbn:se:miun:diva-14694DOI: 10.1002/anie.201101966ISI: 000294092100030Scopus ID: 2-s2.0-79961241357OAI: oai:DiVA.org:miun-14694DiVA: diva2:454780
Available from: 2011-11-08 Created: 2011-11-08 Last updated: 2011-12-10Bibliographically approved

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