Literature DB >> 11388839

Chemoselective cross-metathesis reaction. Application to the synthesis of the C1-C14 fragment of amphidinol 3.

S BouzBouz1, J Cossy.   

Abstract

[reaction: see text] An efficient synthesis of the C1-C14 fragment of amphidinol 3 is described. The synthesis is based on chemoselective cross-metathesis reactions and enantioselective allyltitanations.

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Year:  2001        PMID: 11388839     DOI: 10.1021/ol0157095

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


  9 in total

1.  INTEGRATED APPROACHES TO THE CONFIGURATIONAL ASSIGNMENT OF MARINE NATURAL PRODUCTS.

Authors:  Tadeusz F Molinski; Brandon I Morinaka
Journal:  Tetrahedron       Date:  2012-11-18       Impact factor: 2.457

2.  Regioselective Domino Metathesis of Unsymmetrical 7-Oxanorbornenes with Electron-Rich Vinyl Acetate toward Biologically Active Glutamate Analogues.

Authors:  Masato Oikawa; Minoru Ikoma; Makoto Sasaki; Martin B Gill; Geoffrey T Swanson; Keiko Shimamoto; Ryuichi Sakai
Journal:  European J Org Chem       Date:  2009-11-01

3.  Development of a Double Allylboration Reagent Targeting 1,5-syn-(E)-Diols: Application to the Synthesis of the C(23)-C(40) Fragment of Tetrafibricin.

Authors:  Philippe Nuhant; Jeremy Kister; Ricardo Lira; Achim Sorg; William R Roush
Journal:  Tetrahedron       Date:  2011-09-02       Impact factor: 2.457

4.  Manipulating micellar environments for enhancing transition metal-catalyzed cross-couplings in water at room temperature.

Authors:  Bruce H Lipshutz; Subir Ghorai; Wendy Wen Yi Leong; Benjamin R Taft; Daniel V Krogstad
Journal:  J Org Chem       Date:  2011-05-19       Impact factor: 4.354

5.  Stereoselective construction of cis-2,6-disubstituted tetrahydropyrans via an intramolecular bismuth-mediated oxa-conjugate addition reaction.

Authors:  P Andrew Evans; William J Andrews
Journal:  Tetrahedron Lett       Date:  2005-08-22       Impact factor: 2.415

6.  Synthesis of the bis-tetrahydropyran core of amphidinol 3.

Authors:  Michael T Crimmins; Timothy J Martin; Theodore A Martinot
Journal:  Org Lett       Date:  2010-09-03       Impact factor: 6.005

7.  Regioselective Domino Metathesis of 7-Oxanorbornenes and Its Application to the Synthesis of Biologically Active Glutamate Analogues.

Authors:  Minoru Ikoma; Masato Oikawa; Martin B Gill; Geoffrey T Swanson; Ryuichi Sakai; Keiko Shimamoto; Makoto Sasaki
Journal:  European J Org Chem       Date:  2008-11

8.  Synthesis of the C1-C52 fragment of amphidinol 3, featuring a beta-alkoxy alkyllithium addition reaction.

Authors:  John R Huckins; Javier de Vicente; Scott D Rychnovsky
Journal:  Org Lett       Date:  2007-10-18       Impact factor: 6.005

9.  A highly convergent synthesis of the C1-C31 polyol domain of amphidinol 3 featuring a TST-RCM reaction: confirmation of the revised relative stereochemistry.

Authors:  Aleksandr Grisin; P Andrew Evans
Journal:  Chem Sci       Date:  2015-08-06       Impact factor: 9.825

  9 in total

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