Synthesis 2013; 45(14): 1931-1938
DOI: 10.1055/s-0033-1339175
short review
© Georg Thieme Verlag Stuttgart · New York

Advancements in the Nascent Nitroso-Ene Reaction

Mahiuddin Baidya*
a   Molecular Catalyst Research Center, Chubu University, 1200 Matsumoto, Kasugai, Aichi 487-8501, Japan
,
Hisashi Yamamoto*
a   Molecular Catalyst Research Center, Chubu University, 1200 Matsumoto, Kasugai, Aichi 487-8501, Japan
b   Department 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
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Publikationsverlauf

Received: 07. April 2013

Accepted after revision: 07. Mai 2013

Publikationsdatum:
11. Juni 2013 (online)


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

 
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