INTRAMOLECULAR 4+3 CYCLOADDITIONS - MODEL STUDIES TOWARD THE SYNTHESIS OF INGENANES

被引：28

作者：

HARMATA, M

ELAHMAD, S

BARNES, CL

机构：

[1] Department of Chemistry, University of Missouri-Columbia, Columbia

来源：

TETRAHEDRON LETTERS | 1995年 / 36卷 / 09期

关键词：

D O I：

10.1016/0040-4039(95)00009-2

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Cyclic oxyallyls derived from 7, 10 and 12-membered ring precursors undergo intramolecular 4+3 cycloaddition with a tethered furan to give polycyclic products. The cycloadduct 7a derived from cycloheptanone possesses the ABC ring structure of the diterpene isoingenol. Those from cyclodecanone and cyclododecanone are tris and pentakis(homo) C ring analogues of 7a and possess the in-out stereochemistry at the B/C ring juncture characteristic of ingenol.

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页码：1397 / 1400

页数：4

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