Acid catalysed rearrangement of a spiroketal enol ether. An easy synthesis of chrycorin

被引：17

作者：

Yin, BL ^{[1
]}

Wu, YK ^{[1
]}

Wu, YL ^{[1
]}

机构：

[1] Chinese Acad Sci, Shanghai Inst Organ Chem, State Key Lab Bioorgan & Nat Prod Chem, Shanghai 200032, Peoples R China

来源：

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1 | 2002年 / Royal Society of Chemistry卷 / 15期

关键词：

D O I：

10.1039/b205229f

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Tonghaosu, 2-[(Z)-hexa-2,4-diynylidene]-1,6-dioxaspiro[ 4,4] non-3-ene (1a), and its spiroketal enol ether analogues (1b-d and 2) were efficiently converted into interesting cyclopentenone derived oxabicyclic compounds. By applying this reaction protocol the natural product chrycorin was easily synthesized in its racemic form. A reaction mechanism for this is proposed.

引用

页码：1746 / 1747

页数：2

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