CHEMISTRY OF SINGLET OXYGEN - ISOLATION AND CHARACTERIZATION OF A STABLE ALLENE OXIDE FROM A FULVENE ENDOPEROXIDE

被引:23
作者
ERDEN, I
DRUMMOND, J
ALSTAD, R
XU, FP
机构
[1] San Francisco State University, Department of Chemistry and Biochemistry, San Francisco
关键词
D O I
10.1016/S0040-4039(00)91767-2
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Decomposition of the saturated endoperoxide derived from 6-t-butylfulvene at 100-degrees-C gives a stable allene oxide which was isolated and characterized by spectroscopy and chemical transformations. The thermal isomerization of the parent unsaturated system is also described and the decomposition mechanisms are discussed.
引用
收藏
页码:1255 / 1258
页数:4
相关论文
共 19 条
[1]  
ADAM W, 1978, ANGEW CHEM, V90, P223
[2]   1,3-DI-T-BUTYLALLENE OXIDE . ISOLATION AND ISOMERIZATION TO TRANS-2,3-DI-T-BUTYLCYCLOPROPANONE [J].
CAMP, RL ;
GREEN, FD .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1968, 90 (26) :7349-&
[3]  
CHAN TH, 1976, TETRAHEDRON LETT, P3253
[4]  
CHAN TH, 1980, TETRAHEDRON, V36, P2289
[5]   SYNTHESIS AND THERMAL REACTIVITY OF SOME 2,3-DIOXABICYCLO[2.2.1]HEPTANE MODELS OF PROSTAGLANDIN ENDOPEROXIDES [J].
COUGHLIN, DJ ;
SALOMON, RG .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1977, 99 (02) :655-657
[6]   PROSTAGLANDIN ENDOPEROXIDE NUCLEUS AND RELATED BICYCLIC PEROXIDES - SYNTHETIC AND SPECTROSCOPIC STUDIES [J].
COUGHLIN, DJ ;
BROWN, RS ;
SALOMON, RG .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1979, 101 (06) :1533-1539
[7]   ALLENE EPOXIDATION - ISOLATION OF REACTIVE INTERMEDIATES FROM HINDERED ALLENES [J].
CRANDALL, JK ;
CONOVER, WW ;
KOMIN, JB ;
MACHLEDE.WH .
JOURNAL OF ORGANIC CHEMISTRY, 1974, 39 (12) :1723-1729
[8]  
ERDEN I, 1987, TETRAHEDRON LETT, P3779
[9]   PHOTOCHEMICAL OXIDATION OF FULVENE DERIVATIVES .5. ISOLATION AND PROPERTIES OF 6,6-DIMETHYLFULVENE 1,4-EPIDIOXIDE [J].
HARADA, N ;
UDA, H ;
UENO, H ;
UTSUMI, S .
CHEMISTRY LETTERS, 1973, (11) :1173-1176
[10]  
HARADA N, 1971, J AM CHEM SOC, V94, P1777