Gold-catalyzed reactions of 1,5- and 1,6-enynes with carbonyl compounds: cycloaddition vs. metathesis

Chemistry. 2009 Jun 2;15(23):5646-50. doi: 10.1002/chem.200900668.

Abstract

Gold and rings: The gold(I)-catalyzed addition of aldehydes to 1,6-enynes gives 1,3-dienes, by a cycloaddition/fragmentation process. 1,5-Enynes react with aldehydes and ketones by the 5-endo-dig pathway to give the corresponding cycloadducts.