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
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Publikationsverlauf

Received: 21. Mai 2016

Accepted after revision: 13. Juni 2016

Publikationsdatum:
19. Juli 2016 (online)


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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