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

A Nagendiran, O Verho, C Haller…

Index: Nagendiran, Anuja; Verho, Oscar; Haller, Clemence; Johnston, Eric V.; Baeckvall, Jan-E. Journal of Organic Chemistry, 2014 , vol. 79, # 3 p. 1399 - 1405

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Citation Number: 12

Abstract

Cycloisomerization of various γ-acetylenic acids to their corresponding γ-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 ...