Journal
ORGANIC LETTERS
Volume 15, Issue 5, Pages 977-979Publisher
AMER CHEMICAL SOC
DOI: 10.1021/ol4000197
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Funding
- Shanghai Municipal Committee of Science and Technology [12JC1-403700]
- National Basic Research Program of China [2011-CB808705]
- National Natural Science Foundation of China [21232006]
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The cyclic organometallic intermediates formed via CuCl-mediated highly regio- and stereoselective carbomagnesiation of 2,3-allenols with Grignard reagents may smoothly react with carbon dioxide to afford 2(5H)-furanones. A dramatic effect of the halide anion from the Grignard reagent (Br vs Cl) for CO2 activation was observed. The reaction proceeded smoothly under mild conditions to afford the products in 58-93% yields.
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