Divergent and expeditious access to fused skeletons inspired by indole alkaloids and transtaganolides.
We report the development of a divergent synthetic process entailing four-step access to the elaborate fused skeletons reminiscent of aspidophytines and transtaganolides. A variety of branched precursors were synthesized on the basis of Ugi condensations and installation of diazoimide and subjected to rhodium-catalyzed tandem reactions. Switching of cyclization modes was demonstrated by the choice of the amine building blocks installed at site C.
Mizoguchi
Haruki
H
Division of Chemistry, Graduate School of Science, Hokkaido University, N21, W10, Sapporo 001-0021, Japan.
Oguri
Hiroki
H
Tsuge
Kiyoshi
K
Oikawa
Hideaki
H
D037621:Artemisinins / Q000138:chemical synthesis* / Q000737:chemistry; D002384:Catalysis; D003500:Cyclization; D026121:Indole Alkaloids / Q000138:chemical synthesis* / Q000737:chemistry; D015394:Molecular Structure; D012238:Rhodium / Q000737:chemistry
D037621:Artemisinins; D026121:Indole Alkaloids; D012238:Rhodium