Novel Primary Amine Organocatalysts Derived from Cinchona Alkaloids for Asymmetric Direct Aldol Reactions in Brine

A series of Cinchona alkaloids derived organocatalysts have been developed and evaluated in the direct asymmetric intermolecular aldol reaction of 4-nitrobenzaldehyde and cyclohexanone. The catalyzed reactions of various aldehydes and ketones gave the corresponding aldol products with moderate to hi...

Full description

Saved in:
Bibliographic Details
Published in:Catalysis letters 2011, Vol.141 (1), p.191-197
Main Authors: Huang, Wen-Bo, Liu, Qing-Wen, Zheng, Liang-Yu, Zhang, Suo-Qin
Format: Article
Language:English
Subjects:
Aldehydes
Alkaloids
Amines
Catalysis
Chemistry
Chemistry and Materials Science
Exact sciences and technology
General and physical chemistry
Industrial Chemistry/Chemical Engineering
Organometallic Chemistry
Physical Chemistry
Proline
Theory of reactions, general kinetics. Catalysis. Nomenclature, chemical documentation, computer chemistry
Citations: Items that this one cites
Items that cite this one
Online Access:Get full text
Tags: Add Tag
No Tags, Be the first to tag this record!
Description
Summary:A series of Cinchona alkaloids derived organocatalysts have been developed and evaluated in the direct asymmetric intermolecular aldol reaction of 4-nitrobenzaldehyde and cyclohexanone. The catalyzed reactions of various aldehydes and ketones gave the corresponding aldol products with moderate to high enantioselectivities (up to 92%) and diastereoselectivities (up to >99/1, anti/syn) in the presence of 3e in brine. Graphical Abstract
ISSN:1011-372X
1572-879X
DOI:10.1007/s10562-010-0478-x