SIMPLE, INEXPENSIVE SYNTHESIS OF OXIRANES FROM CARBONYL-COMPOUNDS - GENERATION OF SULFONIUM YLIDES FROM THE TERNARY-SYSTEM METHANOL SULFURIC-ACID DIMETHYL SULFIDE

被引:12
作者
FORRESTER, J [1 ]
JONES, RVH [1 ]
PRESTON, PN [1 ]
SIMPSON, ESC [1 ]
机构
[1] HERIOT WATT UNIV,DEPT CHEM,EDINBURGH EH14 4AS,MIDLOTHIAN,SCOTLAND
来源
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1 | 1993年 / 17期
关键词
D O I
10.1039/p19930001937
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Reaction conditions are described for the transformation of benzaldehyde and a series of ketones into epoxides, in situ, in the ternary system: methanol-sulfuric acid-dimethyl sulfide.
引用
收藏
页码:1937 / 1937
页数:1
相关论文
共 10 条
[1]   ON THE STEREOCHEMISTRY OF SULFONIUM SALTS FORMATION BY REACTION OF THIOETHERS WITH ALCOHOLS OR ETHERS IN ACID-MEDIUM [J].
BADET, B ;
JACOB, L ;
JULIA, M .
TETRAHEDRON, 1981, 37 (05) :887-890
[2]  
BADET B, 1978, TETRAHEDRON LETT, P1101
[3]  
BYRNE B, 1986, TETRAHEDRON LETT, P1233
[4]   DIMETHYLOXOSULFONIUM METHYLIDE ((CH3)2SOCH2) AND DIMETHYLSULFONIUM METHYLIDE ((CH3)2SCH2) FORMATION AND APPLICATION TO ORGANIC SYNTHESIS [J].
COREY, EJ ;
CHAYKOVSKY, M .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1965, 87 (06) :1353-+
[5]   DIMETHYLSULFONIUM METHYLIDE, A REAGENT FOR SELECTIVE OXIRANE SYNTHESIS FROM ALDEHYDES AND KETONES [J].
COREY, EJ ;
CHAYKOVSKY, M .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1962, 84 (19) :3782-&
[6]  
FARRALL MJ, 1979, TETRAHEDRON LETT, P203
[7]   SYNTHESIS OF OXIRANES FROM AQUEOUS SOLUTIONS OF SIMPLE ALKYL, ALLYL, AND BENZYLSULFONIUM SALTS [J].
HATCH, MJ .
JOURNAL OF ORGANIC CHEMISTRY, 1969, 34 (07) :2133-&
[8]   PHASE-TRANSFER CATALYZED PRODUCTION OF SULFUR YLIDES IN AN AQUEOUS SYSTEM [J].
MERZ, A ;
MARK, G .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH, 1973, 12 (10) :845-846
[9]   TRIMETHYLSULFONIUM METHYLSULFATE, A SIMPLE AND EFFICIENT EPOXIDIZING AGENT [J].
MOSSET, P ;
GREE, R .
SYNTHETIC COMMUNICATIONS, 1985, 15 (08) :749-757
[10]   OXIRAN FORMATION IN BASE-CATALYZED REACTION OF LONG-CHAIN ALKYLDIMETHYLSULFONIUM SALTS AND CARBONYL-COMPOUNDS IN BENZENE-WATER [J].
YANO, Y ;
OKONOGI, T ;
SUNAGA, M ;
TAGAKI, W .
JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1973, (15) :527-528