INTRAMOLECULAR ALKENE-OXIRANE CYCLOADDITIONS - SYNTHESIS AND STRUCTURE OF 5-OXAPENTACYCLO[7.3.0.0/3,7/.0/4,12/.0/6,10]DODECANE-2,8-DIONE

被引：43

作者：

MARCHAND, AP ^{[1
]}

REDDY, GM ^{[1
]}

WATSON, WH ^{[1
]}

KASHYAP, R ^{[1
]}

机构：

[1] TEXAS CHRISTIAN UNIV,DEPT CHEM,FT WORTH,TX 76129

来源：

TETRAHEDRON | 1990年 / 46卷 / 10期

关键词：

D O I：

10.1016/S0040-4020(01)81511-8

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

MCPBA promoted epoxidation of the C(9)-C(10) double bond in endo-tricyclo [6.2.1.02,7]undeca-4, 9-diene-3,6-dione (4) followed by intramolecular [2 + 2] photocyclization of the resulting exo epoxide (5) afforded the title compound, 1, in 16% overall yield. The structure of symmetrically hydrated 1 (i.e., 1a) was determined by single crystal X-ray crystallographic methods. Proton and carbon-13 NMR spectral assignments are given for epoxide 5. © 1990.

引用

页码：3409 / 3418

页数：10

共 23 条

[1]

[Anonymous], 1974, INT TABLES XRAY CRYS, VIV

[2]

COOKSON RC, 1958, CHEM IND-LONDON, P1003

[3] PHOTOCHEMICAL CYCLISATION OF DIELS-ALDER ADDUCTS [J].