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

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

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