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

被引：4

作者：

Tomioka, Takashi ^{[1
]}

Takahashi, Yusuke ^{[1
]}

Maejima, Toshihide ^{[1
]}

Yabe, Yuki ^{[1
]}

Iwata, Hiroki ^{[1
]}

Hamann, Mark T. ^{[1
,2
,3
,4
]}

机构：

[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

来源：

TETRAHEDRON LETTERS | 2013年 / 54卷 / 48期

关键词：

Polyketide; Karlotoxin; Tetrahydropyran; D-Mannose; Julia-Kocienski olefination; STEREOSELECTIVE-SYNTHESIS; ABSOLUTE-CONFIGURATION; STRUCTURE REVISION; AMPHIDINOL; CENTRAL CORE; LIPID RAFTS; DINOFLAGELLATE; CHOLESTEROL; ACCESS; ROUTE;

D O I：

10.1016/j.tetlet.2013.09.104

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

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.

引用

页码：6584 / 6586

页数：3

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