Journal
ORGANIC LETTERS
Volume 13, Issue 5, Pages 1138-1141Publisher
AMER CHEMICAL SOC
DOI: 10.1021/ol103165y
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Funding
- National Science Foundation of China [20872143, 20932008]
- ministry of Science and Technology of China [2011C-B808600]
- Chinese Academy of Sciences
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An unusual DABCO-catalyzed formal [4 + 2] cycloaddition of ethyl allenoate, as a surrogate of a 1,2-dipole, with various arylidenoxindoles has been developed for the synthesis of dihydropyran-fused indoles. The DFT mechanistic study indicates that the cycloaddition takes place stepwise and the essential role of the catalyst is to raise the HOMO of allenoate.
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