Gold-catalyzed cyclization of (Z)-2-en-4-yn-1-ols: highly efficient synthesis of fully substituted dihydrofurans and furans.

Research paper by Yuanhong Y Liu, Feijie F Song, Zhiquan Z Song, Meina M Liu, Bin B Yan

Indexed on: 18 Nov '05Published on: 18 Nov '05Published in: Organic Letters


[reaction: see text] The gold-catalyzed cyclization of (Z)-enynols offers an efficient and straightforward route to stereodefined (Z)-5-ylidene-2,5-dihydrofurans and fully substituted furans under extremely mild reaction conditions. Importantly, the results indicated that both the oxyauration and the proto-demetalation steps are highly stereoselective.