Synlett 2008(8): 1105-1124  
DOI: 10.1055/s-2008-1072593
ACCOUNT
© Georg Thieme Verlag Stuttgart · New York

Ruthenium-Catalyzed Isomerizations of Allylic and Propargylic Alcohols in Aqueous and Organic Media: Applications in Synthesis

Victorio Cadierno, Pascale Crochet, José Gimeno*
Departamento de Química Orgánica e Inorgánica, Instituto Universitario de Química Organometálica ‘Enrique Moles’ (Unidad Asociada al CSIC), Facultad de Química, Universidad de Oviedo, Julián Claveria 8, 33006 Oviedo, Spain
Fax: +34(985)103446; e-Mail: jgh@uniovi.es;
Further Information

Publication History

Received 7 November 2007
Publication Date:
16 April 2008 (online)

Abstract

Recent research work on ruthenium-catalyzed isomerizations of allylic and propargylic alcohols into carbonyl compounds is reviewed. Tandem processes based on these isomerization reactions are also included.

1 Introduction

2 Isomerizations of Allylic Alcohols

2.1 Redox Isomerization

2.2 The 1,3-Rearrangement

2.3 Tandem Processes

3 Isomerizations of Propargylic Alcohols

3.1 Meyer-Schuster and Rupe Rearrangements

3.2 Redox Isomerization

3.3 Tandem Processes

4 Conclusions and Outlook