Spiroleucettadine: synthetic studies and investigations towards structural revision

被引：22

作者：

Aberle, Nicholas

Ovenden, Simon P. B.

Lessene, Guillaume

Watson, Keith G.

Smith, Brian J.

机构：

[1] Royal Melbourne Hosp, Walter & Eliza Hall Inst Med Res, Parkville, Vic 3050, Australia

[2] Univ Melbourne, Dept Med Biol, Parkville, Vic 3010, Australia

[3] Def Sci & Technol Org, Fishermans Bend, Vic 3207, Australia

来源：

TETRAHEDRON LETTERS | 2007年 / 48卷 / 12期

关键词：

spiroleucettadine; density functional theory; oxidative cyclisations; C-13 NMR predictions; biosynthesis;

D O I：

10.1016/j.tetlet.2007.01.088

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Synthetic efforts towards spiroleucettadine are described, including the enantioselective synthesis of the presumed biosynthetic precursor. High level density functional theory calculations were used to predict the C-13 NMR shifts of possible alternative structures and, along with a re-evaluation of the available NMR data, allow the proposal of revised structures for this spirocyclic alkaloid. (c) 2007 Elsevier Ltd. All rights reserved.

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收藏

页码：2199 / 2203

页数：5

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