Synlett 2006(16): 2534-2547  
DOI: 10.1055/s-2006-950445
ACCOUNT
© Georg Thieme Verlag Stuttgart · New York

Selectivity Controls in the [4+2] Cycloadditions of 1-Oxygenated Dienes

Jacques Maddaluno*
Laboratoire des Fonctions Azotées & Oxygénées Complexes de l’IRCOF, UMR 6014 CNRS, Université et INSA de Rouen, 76821 Mont St Aignan Cedex, France
Fax: +33(2)35522971; e-Mail: jmaddalu@crihan.fr;
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Publikationsverlauf

Received 9 January 2006
Publikationsdatum:
22. September 2006 (online)

Abstract

A selection of examples illustrating the specific reacti­vity and selectivity of 1-oxygenated dienes in the Diels-Alder ­cycloadditions is proposed.

1 Introduction

2 Reactivity, Regio- and Endoselectivity

3 Diastereoselectivity

3.1 Chiral Dienes

3.2 Chiral Dienophiles

3.3 Double Cycloadditions of Bisdienes

4 Enantioselectivity

5 Intramolecular Cycloadditions