Issue 5, 2012

Simple proline derivatives as recoverable catalysts for the large-scale stoichiometric aldol reactions

Abstract

Simple, inexpensive, highly active, recoverable and reusable proline-based organocatalysts have been developed to promote direct stoichiometric aldol reactions with excellent enantioselectivities. The proline-based organocatalyst 1c is highly efficient for the stoichiometric aldol reactions of a wide range of aromatic aldehydes with cyclic ketones, and the resulting aldol products could be obtained with up to 99β€†βˆΆβ€†1 anti/syn ratio and >99% ee. The proline-based organocatalyst 1c can be easily recovered and reused, and only a slight decrease in enantioselectivities was observed after seven cycles. The proline-based organocatalyst 1c can be efficiently applied to large-scale reactions with the enantioselectivities being maintained at the same level, which demonstrates potential application in industry.

Graphical abstract: Simple proline derivatives as recoverable catalysts for the large-scale stoichiometric aldol reactions

Supplementary files

Article information

Article type
Paper
Submitted
30 Dec 2011
Accepted
15 Feb 2012
First published
15 Feb 2012

Catal. Sci. Technol., 2012,2, 1068-1071

Simple proline derivatives as recoverable catalysts for the large-scale stoichiometric aldol reactions

S. Li, C. Wu, X. Long, X. Fu, G. Chen and Z. Liu, Catal. Sci. Technol., 2012, 2, 1068 DOI: 10.1039/C2CY00549B

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