Title: First total synthesis of oteromycin utilizing one-pot four-step cascade reaction strategy
Abstract: The first total synthesis of oteromycin was investigated. Our previously reported convergent strategy for the synthesis of α-acyl-γ-hydroxy-γ-lactams was first applied for the total synthesis, however, the final deprotection of the methoxyaminal moiety could not be achieved since an unexpected intramolecular Diels–Alder (IMDA) reaction occurred. Therefore, a novel one-pot four-step cascade reaction starting from α-selenolactam was investigated. The efficient synthetic strategy was successfully developed to afford the desired oteromycin, and its complete structure elucidation including the stereochemistry at C24 position was also accomplished.
Publication Year: 2012
Publication Date: 2012-11-29
Language: en
Type: article
Indexed In: ['crossref']
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Cited By Count: 33
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