Organic & biomolecular chemistry

Gold-catalyzed cycloisomerization of alk-4-yn-1-ones

V Belting, N Krause

文献索引：Belting, Volker; Krause, Norbert Organic and Biomolecular Chemistry, 2009 , vol. 7, # 6 p. 1221 - 1225

全文：HTML全文

被引用次数: 59

摘要

Depending on the substitution pattern and the solvent, the gold-catalyzed cyclization of alk-4- yn-1-ones 1 affords different oxygen heterocycles under mild reaction conditions. Alkynones with one substituent at C-3 undergo a 5-exo-dig cycloisomerization to substituted furans 2, whereas a 6-endo-digcyclization to 4H-pyrans 3 is observed with substrates bearing two substituents at C-3. In alcoholic solvents, alkylidene/benzylidene-substituted ...