Journal
TETRAHEDRON-ASYMMETRY
Volume 22, Issue 10, Pages 1051-1054Publisher
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tetasy.2011.05.021
Keywords
-
Funding
- Robert A. Welch Foundation [T-1460]
- NSF-REU [0851966]
- Division Of Chemistry
- Direct For Mathematical & Physical Scien [0851966] Funding Source: National Science Foundation
Ask authors/readers for more resources
A new series of cyclohexanediamine organocatalysts that contain the primary amine functionality has been designed, synthesized and tested as catalysts for the asymmetric aldol reaction involving hydroxyacetone and a variety of substituted benzaldehydes. High enantioselectivites and diasteroselectivites were obtained using catalyst la for these reactions. A key step in this reaction for the formation of the syn-product is the formation of a stable intramolecular hydrogen bonded Z-enamine isomer, which in addition to the steric bulk of the catalyst, serve to dictate the course of the stereochemical outcome of the reaction. (C) 2011 Elsevier Ltd. All rights reserved.
Authors
I am an author on this paper
Click your name to claim this paper and add it to your profile.
Reviews
Recommended
No Data Available