Synthesis 2017; 49(05): 960-972
DOI: 10.1055/s-0036-1588901
short review
© Georg Thieme Verlag Stuttgart · New York

Recent Advances in Asymmetric Reactions Catalyzed by Proline and Its Derivatives

Jie Liu
a  Department of Chemistry, Huaibei Normal University, Huaibei, Anhui 235000, P. R. of China
,
Lei Wang*
a  Department of Chemistry, Huaibei Normal University, Huaibei, Anhui 235000, P. R. of China
b  State Key Laboratory of Organometallic Chemistry, Shanghai Institute of Organic Chemistry, Shanghai 200032, P. R. of China
› Author Affiliations
Further Information

Publication History

Received: 24 September 2016

Accepted after revision: 26 September 2016

Publication Date:
03 November 2016 (online)


Abstract

Asymmetric reactions are carried out by organocatalysis in many ways, making them very competitive and practical. One remarkable molecule, the amino acid proline, has become a crucial component in organocatalysis because of its ability to promote chemical transformations with high enantioselectivity. The following review discusses the contributions and recent advances in the field of asymmetric reactions catalyzed by l-proline and its derivatives.

1 Introduction

2 Asymmetric Aldol Reactions Catalyzed by Proline and Its Derivatives

2.1 Reactions of Ketones as Aldol Donors with Aldehydes as Aldol Acceptors

2.2 Reactions of Aldehydes as Aldol Donors with Aldehydes as Aldol Acceptors

2.3 Reactions of Aldehydes as Aldol Donors with Active Ketones as Aldol Acceptors

2.4 Reactions of Ketones as Aldol Donors with Active Ketones as Aldol Acceptors

3 Asymmetric Mannich Reactions Catalyzed by Proline and Its Derivatives

4 Asymmetric Michael Reactions Catalyzed by Proline and Its Derivatives

5 Asymmetric α-Amination Reactions Catalyzed by Proline and Its Derivatives

6 Conclusion

 
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