Synlett 2016; 27(05): 656-663
DOI: 10.1055/s-0035-1560987
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© Georg Thieme Verlag Stuttgart · New York

Recent Progress on the Asymmetric Synthesis of Chiral Flavanones

Ling Meng
Department of Chemistry, South University of Science and Technology of China, 1088 Xueyuan Rd., Shenzhen, 518055, P. R. of China   Email: wang.j@sustc.edu.cn
,
Jun Wang*
Department of Chemistry, South University of Science and Technology of China, 1088 Xueyuan Rd., Shenzhen, 518055, P. R. of China   Email: wang.j@sustc.edu.cn
› Author Affiliations
Further Information

Publication History

Received: 15 September 2015

Accepted after revision: 13 October 2015

Publication Date:
23 December 2015 (online)


Abstract

Flavanone and its derivatives are privileged natural products that show a wide range of biological activities. The importance of these compounds has driven research developments toward the preparation of flavanones, especially enantioenriched examples. This account reviews recent approaches for the asymmetric synthesis of chiral flavanones. The synthetic methods involve reduction, intramolecular addition, and intermolecular addition.

1 Introduction

2 Asymmetric Reduction

3 C–C Bond Formation

(Intermolecular Conjugate Additions to 4-Chromanones)

4 C–O Bond Formation

4.1 Intramolecular Oxa-Michael Additions

4.2 Tandem Reactions of Chromones

4.3 Intramolecular Mitsunobu Cyclization

5 Conclusion