Advancements in the Nascent Nitroso-Ene Reaction

Mahiuddin Baidya; Hisashi Yamamoto

doi:10.1055/s-0033-1339175

Synthesis, Table of Contents

Synthesis 2013; 45(14): 1931-1938
DOI: 10.1055/s-0033-1339175

short review

Advancements in the Nascent Nitroso-Ene Reaction

Mahiuddin Baidya*

^aMolecular Catalyst Research Center, Chubu University, 1200 Matsumoto, Kasugai, Aichi 487-8501, Japan

,

Hisashi Yamamoto*

^aMolecular Catalyst Research Center, Chubu University, 1200 Matsumoto, Kasugai, Aichi 487-8501, Japan

^bDepartment of Chemistry, The University of Chicago, 5735 South Ellis Avenue, Chicago, Illinois 60637, USA Fax: +1(773)7020805 Fax: +81(568)513833 Email: yamamoto@uchicago.edu

› Author Affiliations

Abstract

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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

Full Text

References

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