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Efficient construction of pyrano[3,2-a]carbazoles: application to a biomimetic total synthesis of cyclized monoterpenoid pyrano[3,2-a]carbazole alkaloids.
TLDR
A highly efficient route to 2-hydroxy-3-methylcarbazole (1) via a palladium-catalyzed construction of the carbazole skeleton is developed using 1 as relay compound and structural assignments are unambiguously verified by X-ray crystal structure determinations.
Total synthesis of the biscarbazole alkaloids murrafoline A-D by a domino sonogashira coupling/claisen rearrangement/electrocyclization reaction.
TLDR
Aryl-pyran-linked biscarbazole alkaloids of the murrafoline group were accessed readily by a novel domino reaction sequence involving Sonogashira coupling, a Claisen rearrangement, and electrocyclization, and the one-pot procedure enables the straightforward synthesis of these structurally challenging alkal steroids in only a few steps.
Efficient iron-mediated approach to pyrano[3,2-a]carbazole alkaloids--first total syntheses of O-methylmurrayamine A and 7-methoxymurrayacine, first asymmetric synthesis and assignment of the
Iron-mediated oxidative cyclisation provides an efficient approach to pyrano[3,2-a]carbazole alkaloids. Thus, improved routes to girinimbine and murrayacine as well as the first total syntheses of
Palladium-catalyzed total synthesis of euchrestifoline using a one-pot Wacker oxidation and double aromatic C-H bond activation.
We describe the total synthesis of euchrestifoline featuring an unprecedented one-pot Wacker oxidation and double aromatic C-H bond activation.
Total synthesis of biologically active alkaloids using transition metals
We have developed efficient synthetic routes to heterocyclic ring systems using transition metals (palladium, iron, and silver). Recent applications of this chemistry to the total synthesis of
Transition Metals in Organic Synthesis. Part 93. Total Synthesis of Biologically Active Alkaloids Using Transition Metals
We have developed efficient synthetic routes to heterocyclic ring systems using transition metals (palladium, iron, and silver). Recent applications of this chemistry to the total synthesis of