Journal
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
Volume 56, Issue 1, Pages 208-211Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/anie.201609338
Keywords
alkynes; aluminum; cyclic carbonates; multicomponent reactions; nickel
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Funding
- Ministry of Education, Culture, Sports and Technology (MEXT), Japan [26288052]
- Grants-in-Aid for Scientific Research [26288052] Funding Source: KAKEN
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4-Methylene-1,3-dioxolan-2-ones underwent oxidative addition of a Ni-0 catalyst in the presence of Me2Al(OMe), followed by a coupling reaction with alkynes, to form delta,epsilon-unsaturated beta-ketocarboxylic acids with high regio- and stereoselectivity. The reaction proceeds by [1,3] rearrangement of an enol metal carbonate intermediate and the formal reinsertion of CO2.
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