Literature DB >> 18476664

Stereocontrolled synthesis of the A/B-ring fragment of gambieric acid B: reassignment of the absolute configuration of the polycyclic ether region.

Haruhiko Fuwa1, Tomomi Goto, Makoto Sasaki.   

Abstract

Stereocontrolled synthesis of the A/B-ring fragment of the originally assigned structure of gambieric acid B and its possible diastereomers has been accomplished. Detailed comparison of their 1H and 13C NMR data with those of the corresponding moiety of the natural product culminated in a stereochemical reassignment of the absolute configuration of the polycyclic ether region of gambieric acid B.

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Year:  2008        PMID: 18476664     DOI: 10.1021/ol800642t

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


  3 in total

1.  Streamlined syntheses of (-)-dictyostatin, 16-desmethyl-25,26-dihydrodictyostatin, and 6-epi-16-desmethyl-25,26-dihydrodictyostatin.

Authors:  Wei Zhu; María Jiménez; Won-Hyuk Jung; Daniel P Camarco; Raghavan Balachandran; Andreas Vogt; Billy W Day; Dennis P Curran
Journal:  J Am Chem Soc       Date:  2010-07-07       Impact factor: 15.419

2.  Concise synthesis of the A/BCD-ring fragment of gambieric acid A.

Authors:  Haruhiko Fuwa; Ryo Fukazawa; Makoto Sasaki
Journal:  Front Chem       Date:  2015-01-13       Impact factor: 5.221

Review 3.  Synthesis-Driven Stereochemical Assignment of Marine Polycyclic Ether Natural Products.

Authors:  Haruhiko Fuwa
Journal:  Mar Drugs       Date:  2021-04-29       Impact factor: 5.118

  3 in total

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