Synthesis of highly functionalized bicyclo[m.n.1]alkanones via a cationic reaction cascade |
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| Authors: | Lavigne Roch M A Riou Maxime Girardin Mélina Morency Louis Barriault Louis |
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| Institution: | Department of Chemistry, 10 Marie Curie, University of Ottawa, Ottawa, Ontario, Canada K1N 6N5. |
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| Abstract: | reaction: see text] The acid-mediated Prins/pinacol and the triple domino reactions Diels-Alder/Prins/pinacol were used to construct highly functionalized bicyclom.n.1]alkanones 19-29 and 33a-c possessing various ring sizes from ketals 8-18 and 31a-c in 44-96% yields. This approach proves to be highly efficient and reliable to generate high molecular complexity in a single step. |
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