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A facile approach to spirocyclic butenolides through cascade cyclization/oxidative cleavage reactions of (Z)-enynols catalyzed by gold under dioxygen atmosphere
Authors:Feijie Song
Affiliation:State Key Laboratory of Organometallic Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 354 Fenglin Lu, Shanghai 200032, People’s Republic of China
Abstract:A facile approach for the syntheses of spirocyclic butenolides through cascade cyclization/oxidative cleavage reactions of (Z)-enynols bearing cyclic substituents at the C-1 position catalyzed by gold under dioxygen atmosphere has been developed. A variety of substituted butenolides was constructed in a regioselective manner from suitably substituted (Z)-2-en-4-yn-1-ols. (Z)-Enynols substituted both at C2 and C3-position afforded the spirocyclic butenolides in moderate to good yields, C-2 unsubstituted (Z)-enynols afforded the products in moderate yields, and the C-3 unsubstituted (Z)-enynols afforded the desired products in low yields.
Keywords:Gold catalysis   (Z)-Enynols   Cyclization   Oxidative cleavage   Spirocyclic butenolides
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