Synthesis 2003(18): 2898-2902  
DOI: 10.1055/s-2003-42456
PSP
© Georg Thieme Verlag Stuttgart · New York

Hydroxy- and Alkoxycyclizations of Enynes Catalyzed by Platinum(II) Chloride

Mª Paz Muñoz, María Méndez, Cristina Nevado, Diego J. Cárdenas, Antonio M. Echavarren*
Departamento de Química Orgánica, Universidad Autónoma de Madrid, Cantoblanco, 28049-Madrid, Spain
Fax: +34(91)3973966; e-Mail: anton.echavarren@uam.es;
Further Information

Publication History

Received 2 September 2003
Publication Date:
04 November 2003 (online)

Abstract

The cyclization of 1-en-6-ynes catalyzed by PtCl2 in the presence of water or alcohols affords five or six-membered ring carbocycles containing hydroxy or alkoxy functional groups in high yields. The alkoxycyclizations can also be performed with AuCl3 as catalyst. The reaction is stereospecific, atom-economical, and takes place in environmentally friendly solvents.