Cycloisomerization of Acetylenic Acids to gamma-Alkylidene Lactones using a Palladium(II) Catalyst Supported on Amino-Functionalized Siliceous Mesocellular Foam
2014 (English)In: Journal of Organic Chemistry, ISSN 0022-3263, E-ISSN 1520-6904, Vol. 79, no 3, 1399-1405 p.Article in journal (Refereed) Published
Cycloisomerization of various gamma-acetylenic acids to their corresponding gamma-alkylidene lactones by the use of a heterogeneous Pd(II) catalyst supported on amino-functionalized siliceous mesocellular foam is described. Substrates containing terminal as well as internal alkynes were cyclized in high to excellent yields within 2-24 h under mild reaction conditions. The protocol exhibited high regio- and stereoselectivity, favoring the exo-dig product with high Z selectivity. Moreover, the catalyst displayed excellent stability under the employed reaction conditions, as demonstrated by its good recyclability and low leaching.
Place, publisher, year, edition, pages
2014. Vol. 79, no 3, 1399-1405 p.
Research subject Organic Chemistry
IdentifiersURN: urn:nbn:se:su:diva-102073DOI: 10.1021/jo4028006ISI: 000331163800057OAI: oai:DiVA.org:su-102073DiVA: diva2:708692
FunderSwedish Research CouncilBerzelii Centre EXSELENT