Total synthesis of aristolactam alkaloids synergistic C-H bond activation and dehydro-Diels-Alder reactions.
Clicks: 289
ID: 90164
2017
A concise total synthesis of aristolactam alkaloids by a synergistic combination of C-H bond activation and dehydro-Diels-Alder reactions is described. To achieve the synthesis two new synthetic methodologies, namely the oxidative cyclization of benzamides with vinyl sulfone leading to 3-methyleneisoindolin-1-ones a ruthenium-catalyzed C-H bond activation, and a dehydro-Diels-Alder reaction followed by the fluoride ion mediated desulfonylation of 3-methyleneisoindolin-1-ones with benzynes, were developed. The method presented allows the opportunity for the construction of all the rings of aristolactams from easily available starting materials.
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reddy2017totalchemical
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| Authors | Reddy, Mallu Chenna;Jeganmohan, Masilamani; |
| Journal | Chemical science |
| Year | 2017 |
| DOI | 10.1039/c7sc00161d |
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