Synthesis 2014; 46(06): 809-816
DOI: 10.1055/s-0033-1340619
paper
© Georg Thieme Verlag Stuttgart · New York

Homogeneous Cyclocarbonylation of Alkenols with Iron Pentacarbonyl

Matej Babjak*
Department of Organic Chemistry, Slovak University of Technology, Radlinského 9, 81237 Bratislava, Slovakia   Fax: +421(2)52968560   Email: matej.babjak@stuba.sk
,
Martin Markovič
Department of Organic Chemistry, Slovak University of Technology, Radlinského 9, 81237 Bratislava, Slovakia   Fax: +421(2)52968560   Email: matej.babjak@stuba.sk
,
Beáta Kandríková
Department of Organic Chemistry, Slovak University of Technology, Radlinského 9, 81237 Bratislava, Slovakia   Fax: +421(2)52968560   Email: matej.babjak@stuba.sk
,
Tibor Gracza
Department of Organic Chemistry, Slovak University of Technology, Radlinského 9, 81237 Bratislava, Slovakia   Fax: +421(2)52968560   Email: matej.babjak@stuba.sk
› Author Affiliations
Further Information

Publication History

Received: 25 October 2013

Accepted after revision: 19 December 2013

Publication Date:
30 January 2014 (online)


Abstract

We report substantially improved reaction conditions for palladium(II)-catalyzed tandem cyclization–intramolecular oxycarbonylation of (amino)polyols with a terminal double bond, based on utilization of iron pentacarbonyl [Fe(CO)5] as an affordable and safe liquid supply of the carbonyl unit fully replacing gaseous carbon monoxide. Direct comparison with the classical version on a series of previously published substrates illustrates invariably shorter reaction times but comparable yields and selectivity.

Supporting Information