Literature DB >> 19534487

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

Haruki Mizoguchi1, Hiroki Oguri, Kiyoshi Tsuge, Hideaki Oikawa.   

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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Year:  2009        PMID: 19534487     DOI: 10.1021/ol901020a

Source DB:  PubMed          Journal:  Org Lett        ISSN: 1523-7052            Impact factor:   6.005


  5 in total

Review 1.  Comprehensive survey of chemical libraries for drug discovery and chemical biology: 2009.

Authors:  Roland E Dolle; Bertrand Le Bourdonnec; Karin Worm; Guillermo A Morales; Craig J Thomas; Wei Zhang
Journal:  J Comb Chem       Date:  2010-10-05

2.  Functionalized Spiroindolines with Anticancer Activity through a Metal-Free Post-Ugi Diastereoselective One-Pot Cascade Reaction.

Authors:  Zhi-Gang Xu; Shi-Qiang Li; Jiang-Ping Meng; Dian-Yong Tang; Liu-Jun He; Jie Lei; Hui-Kuan Lin; Hong-Yu Li; Zhong-Zhu Chen
Journal:  Chemistry       Date:  2018-04-20       Impact factor: 5.236

3.  Divergent outcomes of carbene transfer reactions from dirhodium- and copper-based catalysts separately or in combination.

Authors:  Xinfang Xu; Wen-Hao Hu; Peter Y Zavalij; Michael P Doyle
Journal:  Angew Chem Int Ed Engl       Date:  2011-10-06       Impact factor: 15.336

Review 4.  Recent advances in the development of polycyclic skeletons via Ugi reaction cascades.

Authors:  Jie Lei; Jiang-Ping Meng; Dian-Yong Tang; Brendan Frett; Zhong-Zhu Chen; Zhi-Gang Xu
Journal:  Mol Divers       Date:  2018-01-16       Impact factor: 2.943

5.  Parallel and four-step synthesis of natural-product-inspired scaffolds through modular assembly and divergent cyclization.

Authors:  Hiroki Oguri; Haruki Mizoguchi; Hideaki Oikawa; Aki Ishiyama; Masato Iwatsuki; Kazuhiko Otoguro; Satoshi Omura
Journal:  Beilstein J Org Chem       Date:  2012-06-22       Impact factor: 2.883

  5 in total

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