Synlett 2013; 24(11): 1433-1437
DOI: 10.1055/s-0033-1338805
letter
© Georg Thieme Verlag Stuttgart · New York

Selective Construction of Aliphatic Polycycles Utilizing Platinum-Catalyzed Cyclization of 2-(Enynyl)cycloalkenals

Jin Wook Han
Department of Chemistry and Research Institute for Natural Science, College of Natural Sciences, Hanyang University, Seoul 133 791, Korea   Fax: +82(2)22990762   eMail: changho@hanyang.ac.kr
,
Ji Ho Lee
Department of Chemistry and Research Institute for Natural Science, College of Natural Sciences, Hanyang University, Seoul 133 791, Korea   Fax: +82(2)22990762   eMail: changho@hanyang.ac.kr
,
Chang Ho Oh*
Department of Chemistry and Research Institute for Natural Science, College of Natural Sciences, Hanyang University, Seoul 133 791, Korea   Fax: +82(2)22990762   eMail: changho@hanyang.ac.kr
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Publikationsverlauf

Received: 15. März 2013

Accepted after revision: 22. April 2013

Publikationsdatum:
15. Mai 2013 (online)


Abstract

An efficient method for the selective construction of aliphatic polycycles through platinum-catalyzed cyclization of 2-(enynyl)cycloalkenals has been developed by considering electronic (ligand) and structural (olefinic tether) effect. The presence or absence of ligand and the length of olefinic tether determine the course of the reaction after the formation of platinum–carbene complex, so that four types of aliphatic polycycles can be formed selectively.

Supporting Information