Recent Advances in Phenol Dearomatization and Its Application in Complex Syntheses

Qiuping Ding; Yang Ye; Renhua Fan

doi:10.1055/s-0032-1317575

Synthesis, Table of Contents

Synthesis 2013; 45(1): 1-16
DOI: 10.1055/s-0032-1317575

review

Recent Advances in Phenol Dearomatization and Its Application in Complex Syntheses

Qiuping Ding

^aKey Laboratory of Functional Small Organic Molecules, Ministry of Education, Jiangxi Normal University, Nanchang 330022, P. R. of China

,

Yang Ye

^bDepartment of Chemistry, Fudan University, 220 Handan Road, Shanghai 200433, P. R. of China Fax: +86(21)65642412 Email: rhfan@fudan.edu.cn

,

Renhua Fan*

^bDepartment of Chemistry, Fudan University, 220 Handan Road, Shanghai 200433, P. R. of China Fax: +86(21)65642412 Email: rhfan@fudan.edu.cn

› Author Affiliations

Abstract

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Abstract

As a powerful tool, the dearomatization of phenols has been explored extensively and utilized by organic chemists during the course of complex syntheses. This review highlights recent advances in phenol dearomatizations, especially those accomplished in an enantioselective manner, and the application of dearomatization strategies in complex syntheses.

1 Introduction

2 New Developments in Phenol Dearomatization

3 Enantioselective Phenol Dearomatization

3.1 Controlled by Chiral Substrate

3.2 Controlled by Chiral Catalyst

3.3 Controlled by Chiral Hypervalent Iodine

4 Enantioselective Phenol Dearomatization Strategies in Complex Syntheses

4.1 With the Formation of a Carbon–Oxygen Bond

4.2 With the Formation of a Carbon–Carbon Bond

4.3 With the Formation of a Carbon–Nitrogen Bond

5 Conclusion

Key words

dearomatization - enantioselectivity - oxidation - phenols - tandem reaction

Full Text

References

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