Synthesis of Spiro[4,5]decpolyene with Vetivan-Type Basic Spirocycle Structure

Chinese Journal of Organic Chemistry ›› 2004, Vol. 24 ›› Issue (10): 1223-1227. Previous Articles Next Articles

具有岩兰烷基本结构的螺[4,5]癸多烯的合成

王进军^*,a, 森章^b, 初井敏英^b, 竹下^b

^a烟台大学应用化学系烟台 264005;
^b九州大学先导物质化学研究所福冈日本

收稿日期:2003-10-08 修回日期:2004-02-27 接受日期:2004-04-19 发布日期:2022-09-20
基金资助:
国家教委留学回国人员科研启动基金(1998年度)资助项目.

Synthesis of Spiro[4,5]decpolyene with Vetivan-Type Basic Spirocycle Structure

WANG Jin-Jun^*,a, MORI Akira^b, HATSUI Toshihide^b, TAKESHITA Hitoshi^b

^aDepartment of Applied Chemistry, Yantai University, Yantai 264005;
^bInstitute for Materials Chemical and Engineering, Fukuka, Japan

Received:2003-10-08 Revised:2004-02-27 Accepted:2004-04-19 Published:2022-09-20
Contact: * E-mail: wjj1955@163.com

Abstract

In this paper, the basic Vetivan-type framework wasconstructed by photo-addition of methyl 2,4-dioxopentanoate (1) to 1,5-dimethyl-6-methylenecyclohexene (2) and retro-benzilic acid rearrangement of the proto-[2+2]photocycloadduct to afford a spirocyclic compound 3. The chemical modification of function groups on spirocycle was carried out to complete synthesis of a series spiro[4,5]polyenes. The structures of all new compounds were assigned based on the data of IR, ¹H NMR and elemental analysis.

Key words: photo-addition, chemical modification, Vetivan-type structure, spirocyclic compound, synthesis

Cite this article

WANG Jin-Jun, MORI Akira, HATSUI Toshihide, TAKESHITA Hitoshi. Synthesis of Spiro[4,5]decpolyene with Vetivan-Type Basic Spirocycle Structure[J]. Chinese Journal of Organic Chemistry, 2004, 24(10): 1223-1227.

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具有岩兰烷基本结构的螺[4,5]癸多烯的合成

Synthesis of Spiro[4,5]decpolyene with Vetivan-Type Basic Spirocycle Structure

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