Recent Advances in the Direct Nucleophilic Substitution of Allylic Alcohols through SN1-Type Reactions

Alejandro Baeza; Carmen Nájera

doi:10.1055/s-0033-1340316

Synthesis, Table of Contents

Synthesis 2014; 46(01): 25-34
DOI: 10.1055/s-0033-1340316

short review

Recent Advances in the Direct Nucleophilic Substitution of Allylic Alcohols through S_N1-Type Reactions

Alejandro Baeza*

Departamento de Química Orgánica and Instituto de Síntesis Orgánica, University of Alicante, Apdo.99, 03080, Alicante, Spain Fax: +34(965)903549 Email: alex.baeza@ua.es Email: cnajera@ua.es

,

Carmen Nájera*

Departamento de Química Orgánica and Instituto de Síntesis Orgánica, University of Alicante, Apdo.99, 03080, Alicante, Spain Fax: +34(965)903549 Email: alex.baeza@ua.es Email: cnajera@ua.es

› Author Affiliations

Abstract

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Abstract

Direct nucleophilic substitution reactions of allylic alcohols are environmentally friendly, since they generate only water as a byproduct, allowing access to new allylic compounds. This reaction has, thus, attracted the interest of the chemical community and several strategies have been developed for its successful accomplishment. This review gathers the latest advances in this methodology involving S_N1-type reactions.

1 Introduction

2 S_N1-Type Direct Nucleophilic Substitution Reactions of Allylic Alcohols

2.1 Lewis Acids as Catalysts

2.2 Brønsted Acids as Catalysts

2.3 Other Promoters

3 Conclusions and Outlook

Key words

S_N1 reaction - allylic substitution - carbocations - allylic alcohols - green chemistry

Full Text

References

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