Synthesis 2016; 48(14): 2151-2164
DOI: 10.1055/s-0035-1561434
short review
© Georg Thieme Verlag Stuttgart · New York

Catalytic Enantioselective Friedel–Crafts Reactions of Naphthols and Electron-Rich Phenols

Marc Montesinos-Magraner
Departament de Química Orgànica, Facultat de Química, Universitat de València, Dr. Moliner 50, 46100 Burjassot, València, Spain   Email: jose.r.pedro@uv.es
,
Carlos Vila
Departament de Química Orgànica, Facultat de Química, Universitat de València, Dr. Moliner 50, 46100 Burjassot, València, Spain   Email: jose.r.pedro@uv.es
,
Gonzalo Blay
Departament de Química Orgànica, Facultat de Química, Universitat de València, Dr. Moliner 50, 46100 Burjassot, València, Spain   Email: jose.r.pedro@uv.es
,
José R. Pedro*
Departament de Química Orgànica, Facultat de Química, Universitat de València, Dr. Moliner 50, 46100 Burjassot, València, Spain   Email: jose.r.pedro@uv.es
› Author Affiliations
Further Information

Publication History

Received: 01 March 2016

Accepted: 07 March 2016

Publication Date:
20 April 2016 (online)


Abstract

The enantioselective Friedel–Crafts reaction is a powerful tool for the construction of benzylic stereocenters in a stereodefined manner. Significant advances have already been achieved with heteroarenes such as indoles and pyrroles; however, the reaction with homoarenes is less developed. This short review covers the most relevant literature on enantioselective Friedel–Crafts reactions with naphthols and phenols.

1 Introduction

2 Friedel–Crafts Reactions Involving 1,2-Nucleophilic Addition to C=X Bonds

3 Friedel–Crafts Reactions Involving Conjugate Nucleophilic Addition to Electrophilic C=C Bonds

4 Friedel–Crafts Reactions Involving π-Allylic Complexes as Electrophiles

5 ipso-Friedel–Crafts Reactions

6 Conclusions