Karlotoxin synthetic studies: concise synthesis of a C(42-63) B-ring tetrahydropyran fragment

TETRAHEDRON LETTERS

卷:54

Article

Tomioka, Takashi¹  Takahashi, Yusuke¹  Maejima, Toshihide¹  Yabe, Yuki¹  Iwata, Hiroki¹  Hamann, Mark T.^1,2,3,4 

[1] Univ Mississippi, Dept Chem & Biochem, University, MS 38677 USA

[2] Univ Mississippi, Dept Pharmacognosy, Sch Pharm, University, MS 38677 USA

[3] Univ Mississippi, Dept Pharmacol, Sch Pharm, University, MS 38677 USA

[4] Univ Mississippi, Natl Ctr Nat Prod Res, Sch Pharm, University, MS 38677 USA

关键词: Polyketide;    Karlotoxin;    Tetrahydropyran;    D-Mannose;    Julia-Kocienski olefination;   

DOI  :  10.1016/j.tetlet.2013.09.104

来源: Elsevier

【 摘 要 】

Starting from natural D-mannose, a C(42-63) B-ring tetrahydropyran fragment in karlotoxin 2 has been prepared via a common THP intermediate in a concise manner. E-Selective Julia-Kocienski olefination efficiently assembled a C(51-63) chlorodiene subunit and a C(42-50) tetrahydropyran segment. (C) 2013 Elsevier Ltd. All rights reserved.

【 授权许可】

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