Literature DB >> 19480417

Synthesis and structural revision of symbiodinolide C23-C34 fragment.

Takeshi Murata1, Masayuki Sano, Hiroyoshi Takamura, Isao Kadota, Daisuke Uemura.   

Abstract

Stereoselective synthesis of the C23-C34 fragment of symbiodinolide, which possesses the originally proposed stereochemistry, and its diastereomers was achieved in 19 steps from L-aspartic acid, respectively. Comparison of spectroscopic data of the synthetic products with those of the degraded product of symbiodinolide led to a structural revision of the C23-C34 fragment.

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Year:  2009        PMID: 19480417     DOI: 10.1021/jo900546k

Source DB:  PubMed          Journal:  J Org Chem        ISSN: 0022-3263            Impact factor:   4.354


  5 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

Review 2.  Survey of marine natural product structure revisions: a synergy of spectroscopy and chemical synthesis.

Authors:  Takashi L Suyama; William H Gerwick; Kerry L McPhail
Journal:  Bioorg Med Chem       Date:  2011-06-12       Impact factor: 3.641

3.  Asymmetric Allylation of Glycidols Mediated by Allyl Acetate via Iridium-Catalyzed Hydrogen Transfer.

Authors:  Seung Wook Kim; Wonchul Lee; Michael J Krische
Journal:  Org Lett       Date:  2017-02-21       Impact factor: 6.005

4.  Second-Generation Synthesis of (-)-Viriditoxin.

Authors:  Charles I Grove; Jared T Shaw
Journal:  Synthesis (Stuttg)       Date:  2012       Impact factor: 3.157

5.  Stereoselective synthesis of the C79-C97 fragment of symbiodinolide.

Authors:  Hiroyoshi Takamura; Takayuki Fujiwara; Isao Kadota; Daisuke Uemura
Journal:  Beilstein J Org Chem       Date:  2013-09-25       Impact factor: 2.883

  5 in total

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