Cycloisomerization of Acetylenic Acids to γ-Alkylidene Lactones using a Palladium(II) Catalyst Supported on Amino-Functionalized Siliceous Mesocellular Foam

详细信息    查看全文

• 作者：Anuja Nagendiran ; Oscar Verho ; Clémence Haller ; Eric V. Johnston ; Jan-E. B?ckvall
• 刊名：Journal of Organic Chemistry
• 出版年：2014
• 出版时间：February 7, 2014
• 年：2014
• 卷：79
• 期：3
• 页码：1399-1405
• 全文大小：301K
• ISSN：1520-6904

文摘

Cycloisomerization of various 纬-acetylenic acids to their corresponding 纬-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鈥?4 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.