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

Haruki Mizoguchi; Hiroki Oguri; Kiyoshi Tsuge; Hideaki Oikawa

doi:10.1021/ol901020a

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

Haruki Mizoguchi, Hiroki Oguri^*, Kiyoshi Tsuge, Hideaki Oikawa

^*Corresponding author for this work

Department of Chemistry

Research output: Contribution to journal › Article › peer-review

37 Scopus citations

Abstract

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.

Original language	English
Pages (from-to)	3016-3019
Number of pages	4
Journal	Organic Letters
Volume	11
Issue number	14
DOIs	https://doi.org/10.1021/ol901020a
State	Published - 2009/07/16

ASJC Scopus subject areas

Biochemistry
Physical and Theoretical Chemistry
Organic Chemistry

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10.1021/ol901020a

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title = "Divergent and expeditious access to fused skeletons inspired by indole alkaloids and transtaganolides",

abstract = "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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AU - Mizoguchi, Haruki

AU - Oguri, Hiroki

AU - Tsuge, Kiyoshi

AU - Oikawa, Hideaki

PY - 2009/7/16

Y1 - 2009/7/16

N2 - 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.

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

Abstract

ASJC Scopus subject areas

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