Journal
ORGANIC LETTERS
Volume 2, Issue 7, Pages 949-952Publisher
AMER CHEMICAL SOC
DOI: 10.1021/ol0000206
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[GRAPHICS] [RuCl2(CO)(3)](2)/Et3N (eta(3)-C3H5)RuBr(CO)(3)/Et3N are highly effective catalyst systems for carbonylative cyclization of allylic carbonates with alkenes to give the corresponding cyclopentenones in high yields. For example, treatment of allyl methyl carbonate (1a) with 2-norbornene (2a) in the presence of a catalytic amount of [RUCl2(CO)(3)](2) (2.5 mol %) and Et3N (10 mol %) at 120 degrees C for 5 h under 3 atm of carbon monoxide gave the corresponding cyclopentenone, exo-4-methyltricyclo[5.2.1.0(2,6)]dec-4-en-3-one (3a), in 80% yield with high stereoselectivity (exo 100%).
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