Literature DB >> 12047173

Total synthesis of ecteinascidin 743.

Atsushi Endo1, Arata Yanagisawa, Masanao Abe, Shigemitsu Tohma, Toshiyuki Kan, Tohru Fukuyama.   

Abstract

The total synthesis of ecteinascidin 743 (1), an extremely potent antitumor agent, has been accomplished. The synthesis features Ugi's 4CC reaction, intramolecular Heck reaction, phenol-aldehyde cyclization, and acid-induced intramolecular sulfide formation.

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Year:  2002        PMID： 12047173     DOI： 10.1021/ja026216d

Source DB:  PubMed          Journal:  J Am Chem Soc        ISSN： 0002-7863            Impact factor:   15.419


  19 in total

1.  A Synthesis of the Tricyclic Core Structure of FR901483 Featuring an Ugi Four-Component Coupling and a Remarkably Selective Elimination Reaction.

Authors:  Hirofumi Seike; Erik J Sorensen
Journal:  Synlett       Date:  2008-03-18       Impact factor: 2.454

Review 2.  Chemistry and biology of multicomponent reactions.

Authors:  Alexander Dömling; Wei Wang; Kan Wang
Journal:  Chem Rev       Date:  2012-03-22       Impact factor: 60.622

3.  Regioselectivity of Pictet-Spengler Cyclization Reactions to Construct the Pentacyclic Frameworks of the Ecteinascidin-Saframycin Class of Tetrahydroisoquinoline Antitumor Antibiotics.

Authors:  Guillaume Vincent; Jonathan W Lane; Robert M Williams
Journal:  Tetrahedron Lett       Date:  2007-05-21       Impact factor: 2.415

Review 4.  On the industrial applications of MCRs: molecular diversity in drug discovery and generic drug synthesis.

Authors:  Cédric Kalinski; Michael Umkehrer; Lutz Weber; Jürgen Kolb; Christoph Burdack; Günther Ross
Journal:  Mol Divers       Date:  2010-03-16       Impact factor: 2.943

Review 5.  Natural products synthesis: enabling tools to penetrate Nature's secrets of biogenesis and biomechanism.

Authors:  Robert M Williams
Journal:  J Org Chem       Date:  2011-04-12       Impact factor: 4.354

6.  Regioselective Iodination of Chlorinated Aromatic Compounds Using Silver Salts.

Authors:  Sudhir N Joshi; Sandhya M Vyas; Huimin Wu; Michael W Duffel; Sean Parkin; Hans-Joachim Lehmler
Journal:  Tetrahedron       Date:  2011-09-30       Impact factor: 2.457

Review 7.  Ecteinascidins. A review of the chemistry, biology and clinical utility of potent tetrahydroisoquinoline antitumor antibiotics.

Authors:  V H Le; M Inai; R M Williams; T Kan
Journal:  Nat Prod Rep       Date:  2015-02       Impact factor: 13.423

8.  Synthetic studies on Et-743. Assembly of the pentacyclic core and a formal total synthesis.

Authors:  Dan Fishlock; Robert M Williams
Journal:  J Org Chem       Date:  2008-12-19       Impact factor: 4.354

Review 9.  Joining Forces: Fermentation and Organic Synthesis for the Production of Complex Heterocycles.

Authors:  Claire M Gober; Madeleine M Joullié
Journal:  J Org Chem       Date:  2016-07-28       Impact factor: 4.354

10.  Tricycles by a new Ugi variation and Pictet-Spengler reaction in one pot.

Authors:  Mantosh K Sinha; Kareem Khoury; Eberhardt Herdtweck; Alexander Dömling
Journal:  Chemistry       Date:  2013-05-06       Impact factor: 5.236
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