First total synthesis of (±)-epocarbazolin A and epocarbazolin B, and asymmetric synthesis of (−)-epocarbazolin A via Shi epoxidation |
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Authors: | Jan Knö ll |
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Affiliation: | Department Chemie, Technische Universität Dresden, Bergstrasse 66, 01069 Dresden, Germany |
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Abstract: | Epoxidation of the trisilyl-protected carbazomadurins A and B with dimethyldioxirane followed by desilylation provides a simple route to racemic epocarbazolin A and a non-diastereoselective access to epocarbazolin B. The Shi epoxidation has been applied to an asymmetric synthesis of the non-natural (−)-epocarbazolin A. |
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Keywords: | Alkaloids Asymmetric catalysis Carbazoles Epoxides Total synthesis |
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