Synthesis 2016; 48(19): 3183-3198
DOI: 10.1055/s-0035-1562452
paper
© Georg Thieme Verlag Stuttgart · New York

Diastereoselective Gold(I)-Catalyzed [2+2+2] Cycloaddition of Oxo-1,5-enynes

Pilar Calleja
a  Institute of Chemical Research of Catalonia (ICIQ), Barcelona Institute of Science and Technology, Av. Països Catalans 16, 43007 Tarragona, Spain
,
Michael E. Muratore
a  Institute of Chemical Research of Catalonia (ICIQ), Barcelona Institute of Science and Technology, Av. Països Catalans 16, 43007 Tarragona, Spain
,
Tania Jiménez
a  Institute of Chemical Research of Catalonia (ICIQ), Barcelona Institute of Science and Technology, Av. Països Catalans 16, 43007 Tarragona, Spain
,
Antonio M. Echavarren*
a  Institute of Chemical Research of Catalonia (ICIQ), Barcelona Institute of Science and Technology, Av. Països Catalans 16, 43007 Tarragona, Spain
b  Departament de Química Orgànica i Analítica, Universitat Rovira i Virgili, C/ Marcel·lí Domingo s/n, 43007 Tarragona, Spain   Email: aechavarren@iciq.es
› Author Affiliations
Further Information

Publication History

Received: 21 May 2016

Accepted after revision: 13 June 2016

Publication Date:
19 July 2016 (eFirst)

  

These authors contributed equally.

In memory of Professor Jean Normant.

Abstract

The intramolecular gold(I)-catalyzed [2+2+2] cycloaddition of oxo-1,5-enynes bearing protected homopropargylic alcohols provides access to oxatricyclic adducts with good to excellent diastereoselectivity.

Supporting Information

 
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