Phosphine triggered [3+2] allenoate-acrylate annulation: a mechanistic enlightenment |
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Authors: | Evan Mercier Chris Henry Ohyun Kwon |
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Affiliation: | a Department of Chemistry, Brock University, St. Catharines, Ont., Canada LS2 3A1 b Department of Chemistry and Biochemistry, University of California, Los Angeles, CA 90095-1569, United States |
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Abstract: | A mechanistic study of phosphine-mediated [3+2] annulation of allenoate and acrylate is presented. The insight gained has identified that (1) [3+2] cycloaddition proceeds through a stepwise mechanism and (2) the involvement of a molecule of water, which services as a proton-shuttle, is essential for annulated product formation. |
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