DIMETHYLDIOXIRANE EPOXIDATION OF ENOL PHOSPHATES

被引:19
作者
ADAM, W
HADJIARAPOGLOU, L
KLICIC, J
机构
[1] Institute of Organic Chemistry, University of Würzburg, D-8700 Würzburg, Am Hubland
关键词
D O I
10.1016/S0040-4039(00)97105-3
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The novel epoxides 2 of a variety of enol phosphates 1 were readily prepared by epoxidation with dimethyldioxirane at subambient temperatures; at room temperature these labile epoxides 2 rearranged into the corresponding α-dialkoxyphosphinyloxy-substituted carbonyl products 3. © 1990.
引用
收藏
页码:6517 / 6520
页数:4
相关论文
共 20 条
[1]   SPECTRAL AND CHEMICAL-PROPERTIES OF DIMETHYLDIOXIRANE AS DETERMINED BY EXPERIMENT AND ABINITIO CALCULATIONS [J].
ADAM, W ;
CHAN, YY ;
CREMER, D ;
GAUSS, J ;
SCHEUTZOW, D ;
SCHINDLER, M .
JOURNAL OF ORGANIC CHEMISTRY, 1987, 52 (13) :2800-2803
[2]   DIOXIRANES - A NEW CLASS OF POWERFUL OXIDANTS [J].
ADAM, W ;
CURCI, R ;
EDWARDS, JO .
ACCOUNTS OF CHEMICAL RESEARCH, 1989, 22 (06) :205-211
[3]   EPOXIDATION OF SILYL ENOL ETHERS, PHTHALIDES, AND ENOL ESTERS BY DIMETHYLDIOXIRANE [J].
ADAM, W ;
HADJIARAPOGLOU, L ;
WANG, XH .
TETRAHEDRON LETTERS, 1989, 30 (47) :6497-6500
[4]   EPOXIDATION OF GAMMA-METHYLENE-GAMMA-BUTYROLACTONES BY DIMETHYLDIOXIRANE [J].
ADAM, W ;
HADJIARAPOGLOU, L ;
JAGER, V ;
SEIDEL, B .
TETRAHEDRON LETTERS, 1989, 30 (32) :4223-4226
[5]  
ADAM W, 1990, IN PRESS CHEM BER, V123
[6]   PREPARATION OF THE 8,9-EPOXIDE OF THE MYCOTOXIN AFLATOXIN-B1 - THE ULTIMATE CARCINOGENIC SPECIES [J].
BAERTSCHI, SW ;
RANEY, KD ;
STONE, MP ;
HARRIS, TM .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1988, 110 (23) :7929-7931
[7]   CHARACTERIZATION OF 2-SILOXYOXIRANES FORMED BY EPOXIDATION OF SILYL ENOL ETHERS WITH DIMETHYLDIOXIRANE [J].
CHENAULT, HK ;
DANISHEFSKY, SJ .
JOURNAL OF ORGANIC CHEMISTRY, 1989, 54 (17) :4249-4250
[8]  
CURCI R, 1990, ADV OXYGENATED PROCE, V2, pCH1
[9]   CONVERSION OF ISOCYANATES TO NITRO-COMPOUNDS WITH DIMETHYLDIOXIRANE IN WET ACETONE [J].
EATON, PE ;
WICKS, GE .
JOURNAL OF ORGANIC CHEMISTRY, 1988, 53 (22) :5353-5355
[10]  
FISCHER P, 1980, CHEM ETHERS CROWN ET, P779