Resumen
A novel and efficient synthesis of naturally occurring 1-methoxycarbazoles glycozolicine, mukolidine, and mukoline is developed by applying a regioselective Diels-Alder reaction of a 4,5-dimethyleneoxazolidin-2-one with acrolein. The cycloadduct is transformed to the corresponding functionalized diarylamine. The key palladium-catalyzed cyclization/deformylation cascade reaction of the latter leads to glycozolicine in high overall yield. Oxidation of the C6 methyl group provides the 6-formylcarbazole mukolidine, which is reduced to the respective natural alcohol mukoline.
Idioma original | Inglés |
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Número de artículo | M07910SS |
Páginas (desde-hasta) | 929-933 |
Número de páginas | 5 |
Publicación | Synthesis (Germany) |
N.º | 6 |
DOI | |
Estado | Publicada - 2011 |