CHIRAL ORGANOSILICON COMPOUNDS .3. PERACID OXIDATION OF CHIRAL SILYL ENOL ETHERS

被引:5
作者
KAYE, PT [1 ]
LEARMONTH, RA [1 ]
机构
[1] RHODES UNIV,DEPT CHEM,POB 94,GRAHAMSTOWN 6140,SOUTH AFRICA
关键词
D O I
10.1080/00397919008052845
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
MCPBA oxidation of selected chiral silyl enol ethers proceeds with migration of the chiral auxilliary to afford diastereomeric a-siloxyketones. © 1990, Taylor & Francis Group, LLC. All rights reserved.
引用
收藏
页码:1333 / 1338
页数:6
相关论文
共 11 条
[1]   1,4-SILYL REARRANGEMENTS OF SILOXYALKENES TO SILOXY-KETONES DURING PEROXIDATION [J].
BROOK, AG ;
MACRAE, DM .
JOURNAL OF ORGANOMETALLIC CHEMISTRY, 1974, 77 (02) :C19-C21
[2]   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
[3]   OXIDATION OF SILYL ENOL ETHERS USING 2-SULFONYLOXAZIRIDINES - SYNTHESIS OF ALPHA-SILOXY EPOXIDES AND ALPHA-HYDROXY CARBONYL-COMPOUNDS [J].
DAVIS, FA ;
SHEPPARD, AC .
JOURNAL OF ORGANIC CHEMISTRY, 1987, 52 (05) :954-955
[4]  
FLEMING I, 1979, COMPREHENSIVE ORGANI, V3, P589
[5]   SYNTHETIC METHODS .8. HYDROXYLATION OF CARBONYL-COMPOUNDS VIA SILYL ENOL ETHERS [J].
HASSNER, A ;
REUSS, RH ;
PINNICK, HW .
JOURNAL OF ORGANIC CHEMISTRY, 1975, 40 (23) :3427-3429
[6]  
KAYE PT, IN PRESS J CHROMATOG
[7]  
KAYE PT, 1989, SYNTHETIC COMMUN, V19, P2336
[8]   PREPARATION AND X-RAY CRYSTAL-STRUCTURE ANALYSIS OF A STABLE TRIMETHYLSILYLOXY EPOXIDE [J].
PAQUETTE, LA ;
LIN, HS ;
GALLUCCI, JC .
TETRAHEDRON LETTERS, 1987, 28 (13) :1363-1366
[9]  
RUBOTTOM GM, 1974, TETRAHEDRON LETT, P4319
[10]  
WALKUP R, COMMUNICATION