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Review
Asymmetric Synthesis with Silicon-Based Bulky Amino Organocatalysts
Article first published online: 27 JAN 2010
DOI: 10.1002/adsc.200900797
Copyright © 2010 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim
Additional Information
How to Cite
Xu, L.-W., Li, L. and Shi, Z.-H. (2010), Asymmetric Synthesis with Silicon-Based Bulky Amino Organocatalysts. Adv. Synth. Catal., 352: 243–279. doi: 10.1002/adsc.200900797
Publication History
- Issue published online: 17 FEB 2010
- Article first published online: 27 JAN 2010
- Manuscript Revised: 3 JAN 2010
- Manuscript Received: 14 NOV 2009
Funded by
- National Natural Science Founder of China. Grant Number: 20973051
- Zhejiang Provincial Natural Science Foundation of China. Grant Number: Y4090139
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Keywords:
- asymmetric synthesis;
- biomimetic synthesis;
- organocatalysis;
- organosilicon species;
- stereoselectivity
Abstract
Recent years have witnessed an explosive growth in the field of amino organocatalysis, especially in asymmetric enamine and iminium catalysis. Except for the obvious interaction between organocatalyst and substrate, the impact of bulky side group ons stereoselectivity is not as simple as one could imagine. Within the development of bulky site-stereoselective organocatalysts, functional silyl organocatalysts with a bulky silicon group are promising and meet the high standards of modern synthetic methods. This review focuses on the recent advances in the synthetic applications of silicon-based, bulky amino organocatalysts in which catalysts containing an organosilicon moiety or group play a formative role in controlling both the course of the reaction as well as the stereoselectivity.