Literature DB >> 11820868

The first total synthesis of (corrected) ritterazine M.

Seongmin Lee1, Philip L Fuchs.   

Abstract

Hecogenin acetate was converted to ritterazine M in 16 operations with an average yield per opearation of 87%. The overall linear yield was 12%. This confirmed 1 as the corrected structure for ritterazine M by total synthesis.

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Year:  2002        PMID: 11820868     DOI: 10.1021/ol016572l

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


  6 in total

Review 1.  Chemistry of trisdecacyclic pyrazine antineoplastics: the cephalostatins and ritterazines.

Authors:  Seongmin Lee; Thomas G LaCour; Philip L Fuchs
Journal:  Chem Rev       Date:  2009-06       Impact factor: 60.622

2.  Ritterostatin GN 1N , a Cephalostatin-Ritterazine Bis-steroidal Pyrazine Hybrid, Selectively Targets GRP78.

Authors:  Andrew J Ambrose; Evelyne A Santos; Paula C Jimenez; Danilo D Rocha; Diego V Wilke; Paolo Beuzer; Josh Axelrod; Ananda Kumar Kanduluru; Philip L Fuchs; Hu Cang; Letícia V Costa-Lotufo; Eli Chapman; James J La Clair
Journal:  Chembiochem       Date:  2017-02-02       Impact factor: 3.164

3.  Terpenoid-Alkaloids: Their Biosynthetic Twist of Fate and Total Synthesis.

Authors:  Emily C Cherney; Phil S Baran
Journal:  Isr J Chem       Date:  2011-04-01       Impact factor: 3.333

4.  Synthesis of C14,15-dihydro-C22,25-epi north unit of cephalostatin 1 via "red-ox" modifications of hecogenin acetate.

Authors:  Seongmin Lee; Daniel Jamieson; Philip L Fuchs
Journal:  Org Lett       Date:  2009-01-01       Impact factor: 6.005

5.  A convergent total synthesis of the potent cephalostatin/ritterazine hybrid -25-epi ritterostatin GN1N.

Authors:  Ananda Kumar Kanduluru; Prabal Banerjee; John A Beutler; Philip L Fuchs
Journal:  J Org Chem       Date:  2013-08-29       Impact factor: 4.354

Review 6.  Gold-catalyzed cyclizations of alkynol-based compounds: synthesis of natural products and derivatives.

Authors:  Benito Alcaide; Pedro Almendros; José M Alonso
Journal:  Molecules       Date:  2011-09-13       Impact factor: 4.411

  6 in total

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