Oxone®:: A convenient reagent for the oxidation of acetals

被引:50
作者
Curini, M [1 ]
Epifano, F [1 ]
Marcotullio, MC [1 ]
Rosati, O [1 ]
机构
[1] Univ Perugia, Fac Farm, Ist Chim Organ, I-06123 Perugia, Italy
关键词
Oxone((R)); acetal oxidation; tetrahydropyranyl ether cleavage; glycol monoester formation;
D O I
10.1055/s-1999-2703
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Symmetrical cyclic and acyclic acetals by oxidation with Oxone(R) gave the corresponding esters in good yield. Treatment of tetrahydropyranyl derivatives of alcohols with the same reagent resulted in oxidative regeneration of the alcohols.
引用
收藏
页码:777 / 779
页数:3
相关论文
共 19 条
[1]  
BALBE JH, 1979, TETRAHEDRON LETT, P1979
[2]  
BHAT S, 1995, SYNLETT, P329
[3]  
Ceccherelli P, 1996, SYNLETT, P767
[4]   Oxone® promoted Nef reaction.: Simple conversion of nitro group into carbonyl [J].
Ceccherelli, P ;
Curini, M ;
Marcotullio, MC ;
Epifano, F ;
Rosati, O .
SYNTHETIC COMMUNICATIONS, 1998, 28 (16) :3057-3064
[5]   Oxone oxidation of selenides: A mild and efficient method for the preparation of selenones [J].
Ceccherelli, P ;
Curini, M ;
Epifano, F ;
Marcotullio, MC ;
Rosati, O .
JOURNAL OF ORGANIC CHEMISTRY, 1995, 60 (26) :8412-8413
[6]   A HIGHLY SELECTIVE METHODOLOGY FOR THE DIRECT CONVERSION OF ACETALS TO ESTERS [J].
CHIDAMBARAM, N ;
BHAT, S ;
CHANDRASEKARAN, S .
JOURNAL OF ORGANIC CHEMISTRY, 1992, 57 (18) :5013-5015
[7]  
CHOUDARY BM, 1995, SYNLETT, P959
[8]   CHLORINATION, AND BROMINATION, OF CYCLIC ACETALS [J].
CORT, LA ;
PEARSON, RG .
JOURNAL OF THE CHEMICAL SOCIETY, 1960, (APR) :1682-1687
[9]  
DattaGupta A, 1996, SYNLETT, P69
[10]   OXIDATION OF ACETALS BY OZONE [J].
DESLONGCHAMPS, P ;
ATLANI, P ;
FREHEL, D ;
MALAVAL, A ;
MOREAU, C .
CANADIAN JOURNAL OF CHEMISTRY, 1974, 52 (21) :3651-3664