Synthesis 2023; 55(05): 719-732
DOI: 10.1055/a-1973-4292
short review

Recent Advances in Chiral Aldehyde Catalysis for Asymmetric Functionalization of Amines

Wei Wen
,
Qi-Xiang Guo
Financial support from the Innovation Research 2035 Pilot Plan of Southwest University (SWU-XDZD22011), the Fundamental Research Funds for the Central Universities (SWU119059), the National Natural Science Foundation of China (NSFC) (22201235, 22071199), and the Natural Science Foundation of Chongqing (cstc2021jcyj-msxmX0278).


Abstract

Asymmetric functionalization of amines and their derivatives is of great significance in synthetic chemistry and is widely used in the preparation of natural products and pharmaceuticals. In recent years, chiral aldehyde catalysis has emerged as a well-established and recognized tool, providing excellent catalytic activation and stereoselective control in asymmetric reactions of N-unprotected amino acid esters and amino acid ester analogues. In this short review, recent advances in enantioselective aldehyde catalysis, including chiral aldehydes as organocatalysts and co-catalysis combined with transition metals, will be summarized. Lastly, continued development of enantioselective aldehyde catalysis is prospected in the future.

1 Introduction

2 Chiral Aldehyde Catalysis for Tethering Strategy

3 Chiral Aldehyde Catalysis for Imine Activation

4 Chiral Aldehyde/Transition Metal Cooperative Catalysis

5 Conclusion



Publication History

Received: 06 October 2022

Accepted after revision: 07 November 2022

Accepted Manuscript online:
07 November 2022

Article published online:
30 November 2022

© 2022. Thieme. All rights reserved

Georg Thieme Verlag KG
Rüdigerstraße 14, 70469 Stuttgart, Germany