Divergent and expeditious access to fused skeletons inspired by indole alkaloids and transtaganolides.

Org Lett

Division of Chemistry, Graduate School of Science, Hokkaido University, N21, W10, Sapporo 001-0021, Japan.

Published: July 2009

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.

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http://dx.doi.org/10.1021/ol901020aDOI Listing

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