Enantioselective Aldol Condensations Catalyzed by Poly(ethylene glycol)-Supported Proline

✍ Scribed by Maurizio Benaglia; Giuseppe Celentano; Franco Cozzi

• Publisher: John Wiley and Sons
• Year: 2001
• Tongue: English
• Weight: 55 KB
• Volume: 343
• Category: Article
• ISSN: 1615-4150
• DOI: 10.1002/1615-4169(20010226)343:2<171::aid-adsc171>3.0.co;2-3

✦ Synopsis

Dedicated to Professor Mauro Cinquini on the occasion of his 60 th birthday

Asymmetric catalysis has witnessed a tremendous growth in recent years. [1] While homogeneous processes generally secure best enantioselection, heterogeneous catalysis allows simple product purification and, in principle, catalyst recovery and recycling. In order to combine the advantages of homogeneous and heterogeneous processes, catalyst immobilization on polymer matrixes has been investigated. [2] In this context, the ideal polymer support should be soluble in some solvents, for the catalyzed reaction to be carried out under best performing conditions, and insoluble in other solvents, so that the supported catalyst, easily isolated and recovered by precipitation and filtration, can be recycled. [3] Scheme 1. Synthesis of PEG-supported catalyst 2 and enantioselective aldol condensations