DEPROTECTION OF 1,3-DITHIANES BY ANTIMONY PENTACHLORIDE VIA SINGLE ELECTRON-TRANSFER PROCESSES

被引:29
作者
KAMATA, M [1 ]
OTOGAWA, H [1 ]
HASEGAWA, E [1 ]
机构
[1] NIIGATA UNIV,FAC SCI,DEPT CHEM,NIIGATA 95021,JAPAN
关键词
D O I
10.1016/0040-4039(91)80123-N
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A variety of 1,3-dithianes was converted to the corresponding carbonyl compounds in good yields when those substances were treated with antimony pentachloride in methylene chloride. Single electron transfer from dithianes to antimony pentachloride was proposed as an initiation step of the reaction.
引用
收藏
页码:7421 / 7424
页数:4
相关论文
共 13 条
[1]  
BARD AJ, 1976, ADV PHYSICAL ORGANIC, V13, P155
[2]   NEW REACTIONS OF TRIPLET OXYGEN WHICH AVOID SPIN BARRIER [J].
BARTON, DHR ;
HAYNES, RK ;
LECLERC, G ;
MAGNUS, PD ;
MENZIES, ID .
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1975, (20) :2055-2065
[3]   REMOVAL OF THIOACETAL PROTECTING GROUPS BY CERIUM(IV) AMMONIUM-NITRATE - HYDROLYSIS OF 1,3-DITHIANNES [J].
CRISTAU, HJ ;
CHABAUD, B ;
LABAUDINIERE, R ;
CHRISTOL, H .
SYNTHETIC COMMUNICATIONS, 1981, 11 (06) :423-428
[4]  
Eberson L., 1987, ELECTRON TRANSFER RE
[5]  
GARCIA H, 1989, NEW J CHEM, V13, P805
[6]   ANODIC-OXIDATION OF DIALKYL AND DIARYL DITHIOACETALS [J].
GOURCY, J ;
MARTIGNY, P ;
SIMONET, J ;
JEMINET, G .
TETRAHEDRON, 1981, 37 (08) :1495-1502
[7]  
GREENE TW, 1981, PROTECTIVE GROUPS OR, P00129
[8]  
GROBEL BT, 1977, SYNTHESIS-STUTTGART, P357
[9]   DIRECT FORMATION OF 3,3,6,6-TETRAARYL-1,2-DIOXANS FROM 1,1-DIARYLETHYLENES AND OXYGEN, CATALYZED BY ANTIMONY(V) CHLORIDE [J].
HAYNES, RK ;
PROBERT, MKS ;
WILMOT, ID .
AUSTRALIAN JOURNAL OF CHEMISTRY, 1978, 31 (08) :1737-1746
[10]  
HO TL, 1972, J CHEM SOC CHEM COMM, P791