Synthesis of octahydroquinolines through the Lewis acid catalyzed reaction of vinyl allenes and imines |
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| Authors: | Regás David Afonso María M Rodríguez Matías L Palenzuela J Antonio |
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| Affiliation: | Instituto Universitario de Bio-Orgánica Antonio González, Departamento de Química Orgánica, Universidad de La Laguna, 38206 La Laguna, Tenerife, Spain. |
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| Abstract: | The reaction of vinyl allenes with imines under Lewis acid catalysis has been explored. Vinyl allenes in which the allenic portion of the molecule is tri- or tetrasubstituted gave octahydroquinoline derivatives as single isomers together with a minor compound formed by an ene reaction of the imine with the allene. Compounds in which the allene is 1,3-disubstituted do not react under the conditions assayed. |
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