Experimental support for the primary stereoelectronic effect governing Baeyer-Villiger oxidation and Criegee rearrangement

被引:70
作者
Goodman, RM [1 ]
Kishi, Y [1 ]
机构
[1] Harvard Univ, Dept Chem & Chem Biol, Cambridge, MA 02138 USA
关键词
D O I
10.1021/ja982188g
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
引用
收藏
页码:9392 / 9393
页数:2
相关论文
共 22 条
[1]  
[Anonymous], 1957, ORGANIC REACTIONS
[2]  
Baeyer A., 1899, BER DTSCH CHEM GES, V32, P3625, DOI [10.1002/cber.189903203151, DOI 10.1002/CBER.189903203151]
[3]   THE INVENTION OF NEW RADICAL CHAIN REACTIONS .8. RADICAL CHEMISTRY OF THIOHYDROXAMIC ESTERS - A NEW METHOD FOR THE GENERATION OF CARBON RADICALS FROM CARBOXYLIC-ACIDS [J].
BARTON, DHR ;
CRICH, D ;
MOTHERWELL, WB .
TETRAHEDRON, 1985, 41 (19) :3901-3924
[4]   EVIDENCE FOR A STEREOELECTRONIC EFFECT IN THE BAEYER-VILLIGER REACTION - INTRODUCING THE INTRAMOLECULAR REACTION [J].
CHANDRASEKHAR, S ;
ROY, CD .
TETRAHEDRON LETTERS, 1987, 28 (50) :6371-6372
[5]   CONFORMATIONALLY RESTRICTED CRIEGEE INTERMEDIATES - EVIDENCE FOR FORMATION AND STEREOELECTRONICALLY CONTROLLED FRAGMENTATION [J].
CHANDRASEKHAR, S ;
ROY, CD .
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 2, 1994, (10) :2141-2143
[6]  
DESLONCHAMPS P, 1983, STEREOELECTRONIC EFF, P313
[7]  
Fleming I., 1976, FRONTIER ORBITALS OR
[8]   RECOGNITION OF STEREOCHEMICAL PATHS BY ORBITAL INTERACTION [J].
FUKUI, K .
ACCOUNTS OF CHEMICAL RESEARCH, 1971, 4 (02) :57-&
[9]  
Goodman R. M., 1998, THESIS HARVARD U
[10]   EXTENSION OF THE CRIEGEE REARRANGEMENT - SYNTHESIS OF ENOL ETHERS FROM SECONDARY ALLYLIC HYDROPEROXIDES [J].
GOODMAN, RM ;
KISHI, Y .
JOURNAL OF ORGANIC CHEMISTRY, 1994, 59 (18) :5125-5127