Advancements in the Nascent Nitroso-Ene Reaction

Dedicated to Professor Gary E. Keck on the occasion of his 64^th birthday

Abstract

The nascent nitroso compounds are highly reactive species and hence, very attractive intermediates for a number of synthetic operations. Their ene reactions provide synthetically valuable allylamines directly from alkenes and have drawn considerable attention for new inventions. This review summarizes the advent and development of ene reactions of these species. Giving particular emphasis on the recent developments, comparisons are made among the various strategies for a comprehensive overview.

1 Introduction

2 Generation of Nascent Nitroso Compounds

3. Nascent Nitroso-Ene Reactions

3.1 Ene Reactions of Acylnitroso Compounds

3.2 Ene Reactions of Nitrosoformate Ester Compounds

4. Conclusions and Outlook

Key words

ene reaction - nitroso compounds - allylamines - hydroxamic acids - asymmetric synthesis - oxidation reaction

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