Synthesis 2018; 50(03): 440-469
DOI: 10.1055/s-0036-1590958
review
© Georg Thieme Verlag Stuttgart · New York

Recent Advances in the Catalytic Asymmetric Construction of Phosphorus-Substituted Quaternary Carbon Stereocenters

Long Chen*
Antibiotics Research and Re-evaluation Key Laboratory of Sichuan Province, Sichuan Industrial Institute of Antibiotics, Chengdu University, 168 Hua Guan Road, Chengdu 610052, P. R. of China   Email: chenlongl@cdu.edu.cn
› Author Affiliations
We are grateful for the financial support from Chengdu University New Faculty Start-up Funding (No. 2081916045) and the Open Project Program of Antibiotics Research and Reevaluation Key Laboratory of Sichuan Province (No. ARRLKF16-03).
Further Information

Publication History

Received: 19 August 2017

Accepted after revision: 19 October 2017

Publication Date:
27 November 2017 (online)


Abstract

Phosphorus-substituted quaternary carbon stereocenters exist widely in drugs and biologically active compounds. Catalytic asymmetric synthesis of such quaternary carbon stereogenic centers is of significant importance, with four synthetic strategies being established. This review summarizes the recent progress in this field, including the advantages and limitations of each strategy, briefly discusses the reaction mechanisms and challenges, and outlines synthetic opportunities still open.

1 Introduction

2 Asymmetric Hydrophosphonylation

3 Asymmetric Electrophilic Phosphination

4 Asymmetric Functionalization of P-Substituted Methine Compounds

5 Asymmetric Addition to α-Keto- or α-Ketiminophosphonates

6 Conclusion

 
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