Synthesis 2018; 50(20): 4008-4018
DOI: 10.1055/s-0037-1610241
short review
© Georg Thieme Verlag Stuttgart · New York

Stereoselective Reactions of ortho-Quinone Methide and ortho-Quinone Methide Imines and Their Utility in Natural Product Synthesis

Department of Chemistry, Imperial College London, Exhibition Road, London, SW7 2AZ, UK   Email: a.c.spivey@imperial.ac.uk
,
Hossay Abas
Department of Chemistry, Imperial College London, Exhibition Road, London, SW7 2AZ, UK   Email: a.c.spivey@imperial.ac.uk
,
Department of Chemistry, Imperial College London, Exhibition Road, London, SW7 2AZ, UK   Email: a.c.spivey@imperial.ac.uk
› Author Affiliations
C.D.T.N. thanks Syngenta (Pharmacat consortium) for a Ph.D. studentship.
Further Information

Publication History

Received: 19 July 2018

Accepted: 19 July 2018

Publication Date:
14 August 2018 (online)


These authors contributed equally to this review.

Abstract

Herein presented is a review of the reactivity and synthetic utility of ortho-quinone methides and ortho-quinone methide imines. These versatile intermediates have received significant attention in the literature and new methods for their preparation and reaction as well as recent applications in total synthesis are discussed.

1 Introduction

2 Conjugate Addition Reactions

3 Concerted Cycloaddition Reactions

4 Stepwise Addition Reactions

5 Applications in Total Synthesis

6 Conclusion

 
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