CONVENIENT OXIDATIVE DEBENZYLATION USING DIMETHYLDIOXIRANE

被引:25
作者
CSUK, R
DORR, P
机构
[1] Pharmazeutisch-Chemisches Institut, Universität Heidelberg, D-69120 Heidelberg
关键词
D O I
10.1016/S0040-4020(01)89613-7
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Substituted benzyl ethers are easily cleaved by their treatment with an excess of dimethyldioxirane; the corresponding alcohols are obtained in high yields.
引用
收藏
页码:9983 / 9988
页数:6
相关论文
共 37 条
[1]   DIOXIRANE EPOXIDATION OF ALPHA,BETA-UNSATURATED KETONES [J].
ADAM, W ;
HADJIARAPOGLOU, L ;
SMERZ, A .
CHEMISCHE BERICHTE, 1991, 124 (01) :227-232
[2]   TRANSFER HYDROGENATION - CONVENIENT METHOD FOR REMOVAL OF SOME COMMONLY USED PROTECTING GROUPS IN PEPTIDE-SYNTHESIS [J].
ANANTHARAMAIAH, GM ;
SIVANANDAIAH, KM .
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1977, (05) :490-491
[3]  
ANGIBEAUD P, 1985, SYNTHESIS-STUTTGART, P1123
[4]  
Angyal S. J., 1970, CARBOHYD RES, V12, P147, DOI 10.1016/S0008-6215(00)80237-2
[5]   DIMETHYLDIOXIRANE - MECHANISM OF BENZALDEHYDE OXIDATION [J].
BAUMSTARK, AL ;
BEESON, M ;
VASQUEZ, PC .
TETRAHEDRON LETTERS, 1989, 30 (41) :5567-5570
[6]  
Collins P. M., 1987, CARBOHYDRATES
[7]  
CSUK R, 1994, UNPUB
[8]   SELECTIVE OXIDATION OF TERTIARY-SECONDARY VIC-DIOLS TO ALPHA-HYDROXY KETONES BY DIOXIRANES [J].
CURCI, R ;
D'ACCOLTI, L ;
DETOMASO, A ;
FUSCO, C ;
TAKEUCHI, K ;
OHGA, Y ;
EATON, PE ;
YIP, YC .
TETRAHEDRON LETTERS, 1993, 34 (28) :4559-4562
[9]  
CZERNECKI S, 1976, TETRAHEDRON LETT, V39, P3535
[10]   Partial acylation of the polyvalent alcohols and sugar. II. [J].
Fischer, E ;
Rund, C .
BERICHTE DER DEUTSCHEN CHEMISCHEN GESELLSCHAFT, 1916, 49 :88-105