Literature DB >> 12583741

Synthesis of (-)-TAN-2483A. Revision of the structures and syntheses of (+/-)-FD-211 (waol A) and (+/-)-FD-212 (waol B).

Xiaolei Gao1, Masakazu Nakadai, Barry B Snider.   

Abstract

[structure: see text] The structure of waol A has been revised from 1 to 6, the vinylogue of TAN-2483 A (5). Aldol reaction of 10b(c) with 2,4-hexadienal (11) affords 9b(c), which is subjected to iodoetherification with bis(sym-collidine)IPF(6) to provide 8b(c). Treatment with Et(3)N in CH(2)Cl(2) completes three-step syntheses of TAN-2483A (5) and waol A (6).

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Year:  2003        PMID: 12583741     DOI: 10.1021/ol0273405

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


  2 in total

1.  Waol A, trans-dihydrowaol A, and cis-dihydrowaol A: polyketide-derived γ-lactones from a Volutella species.

Authors:  Tamam El-Elimat; Mario Figueroa; Huzefa A Raja; Audrey F Adcock; David J Kroll; Steven M Swanson; Mansukh C Wani; Cedric J Pearce; Nicholas H Oberlies
Journal:  Tetrahedron Lett       Date:  2013-08-07       Impact factor: 2.415

2.  Synthesis and biological evaluation of (+/-)-dinemasone C and analogues.

Authors:  Amie M Stewart; Kathrin Meier; Barbara Schulz; Michael Steinert; Barry B Snider
Journal:  J Org Chem       Date:  2010-09-03       Impact factor: 4.354

  2 in total

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