Catalytic and asymmetric vinylogous mukaiyama reactions on aliphatic ketones: formal asymmetric synthesis of taurospongin a |
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Authors: | Moreau Xavier Bazán-Tejeda Belen Campagne Jean-Marc |
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Affiliation: | Institut de Chimie des Substances Naturelles, CNRS, Gif-sur-Yvette, France. |
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Abstract: | Catalytic asymmetric vinylogous Mukaiyama reactions on ketones, leading to the formation of alpha,beta-unsaturated lactones with tertiary alcohols, have been described (11 examples, up to 93% ee). This methodology has been applied in a formal enantioselective synthesis of taurospongin A (12 steps, 6% overall yield). |
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