Synthesis 2013; 45(1): 1-16
DOI: 10.1055/s-0032-1317575
review
© Georg Thieme Verlag Stuttgart · New York

Recent Advances in Phenol Dearomatization and Its Application in Complex Syntheses

Qiuping Ding
a   Key Laboratory of Functional Small Organic Molecules, Ministry of Education, Jiangxi Normal University, Nanchang 330022, P. R. of China
,
Yang Ye
b   Department of Chemistry, Fudan University, 220 Handan Road, Shanghai 200433, P. R. of China   Fax: +86(21)65642412   Email: rhfan@fudan.edu.cn
,
Renhua Fan*
b   Department of Chemistry, Fudan University, 220 Handan Road, Shanghai 200433, P. R. of China   Fax: +86(21)65642412   Email: rhfan@fudan.edu.cn
› Author Affiliations
Further Information

Publication History

Received: 15 September 2012

Accepted after revision: 22 October 2012

Publication Date:
07 November 2012 (online)


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

 
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