Organocatalysis with cysteine derivatives: recoverable and cheap chiral catalyst for direct aldol reactions

Organocatalysis with cysteine derivatives: recoverable and cheap chiral catalyst for direct aldol... (i) Direct aldol reactions proceeded in 1,2-dichloroethane using simple procedures. (ii) Direct S -acylation of cysteine to give organocatalysts 1a – f can be economically carried out easily in a single step from commercially available sources, with both enantiomers being readily available. (iii) 5 mol% catalyst 1e was sufficient to furnish the aldol products in excellent yields (up to 93%) and enantioselectivities (up to 99%). (iv) Catalyst 1e could be easily recovered and reused, and also can be efficiently used in large-scale reactions with enantioselectivity being maintained at the same level, which offers great possibility for applications in industry.(Figure not available: see fulltext.) http://www.deepdyve.com/assets/images/DeepDyve-Logo-lg.png Research on Chemical Intermediates Springer Journals

Organocatalysis with cysteine derivatives: recoverable and cheap chiral catalyst for direct aldol reactions

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Publisher
Springer Netherlands
Copyright
Copyright © 2011 by Springer Science+Business Media B.V.
Subject
Chemistry; Catalysis; Physical Chemistry; Inorganic Chemistry
ISSN
0922-6168
eISSN
1568-5675
D.O.I.
10.1007/s11164-011-0336-5
Publisher site
See Article on Publisher Site

Abstract

(i) Direct aldol reactions proceeded in 1,2-dichloroethane using simple procedures. (ii) Direct S -acylation of cysteine to give organocatalysts 1a – f can be economically carried out easily in a single step from commercially available sources, with both enantiomers being readily available. (iii) 5 mol% catalyst 1e was sufficient to furnish the aldol products in excellent yields (up to 93%) and enantioselectivities (up to 99%). (iv) Catalyst 1e could be easily recovered and reused, and also can be efficiently used in large-scale reactions with enantioselectivity being maintained at the same level, which offers great possibility for applications in industry.(Figure not available: see fulltext.)

Journal

Research on Chemical IntermediatesSpringer Journals

Published: Jun 15, 2011

References

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