REGIOSELECTIVE RING-OPENING OF OXIRANES CATALYZED BY MONTMORILLONITE CLAY - A SIMPLE SYNTHESIS OF BETA-HYDROXY SULFONES

被引:17
作者
BISWAS, GK [1 ]
BHATTACHARYYA, P [1 ]
机构
[1] BOSE INST,DEPT CHEM,93-1 APC RD,CALCUTTA 700009,W BENGAL,INDIA
关键词
D O I
10.1080/00397919108016785
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Oxiranes and sodium p-toluene sulfinate salt react smoothly in a regioselective manner in the presence of montmorillonite clay to furnish the corresponding beta-hydroxy sulfones in good to excellent yield.
引用
收藏
页码:569 / 573
页数:5
相关论文
共 10 条
[1]   BF3-MEDIATED REACTION OF A SULFONE WITH ALDEHYDES - A METHOD FOR STEREOSPECIFIC CONSTRUCTION OF PROSTAGLANDIN OMEGA-CHAIN [J].
ACHMATOWICZ, B ;
BARANOWSKA, E ;
DANIEWSKI, AR ;
PANKOWSKI, J ;
WICHA, J .
TETRAHEDRON, 1988, 44 (15) :4989-4998
[2]   SYNTHESIS OF SULFONES BY PHASE-TRANSFER ALKYLATION OF ARENESULFINATE SALTS [J].
CRANDALL, JK ;
PRADAT, C .
JOURNAL OF ORGANIC CHEMISTRY, 1985, 50 (08) :1327-1329
[3]   SOME REACTIONS OF ARYLSULPHONYLPROPANE DERIVATIVES [J].
CULVENOR, CCJ ;
DAVIES, W ;
SAVIGE, WE .
JOURNAL OF THE CHEMICAL SOCIETY, 1949, (SEP) :2198-2206
[4]   REACTIONS OF ETHYLENE OXIDES .2. REACTIONS WITH THIOAMIDES, THIOLS, AND INORGANIC SULPHUR SALTS [J].
CULVENOR, CCJ ;
DAVIES, W ;
HEATH, NS .
JOURNAL OF THE CHEMICAL SOCIETY, 1949, (FEB) :278-282
[5]  
JULIA M, 1973, TETRAHEDRON LETT, P4833
[6]   SCOPE AND STEREOCHEMISTRY OF AN OLEFIN SYNTHESIS FROM BETA-HYDROXY-SULFONES [J].
KOCIENSKI, PJ ;
LYTHGOE, B ;
RUSTON, S .
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1978, (08) :829-834
[7]   THE INFLUENCE OF CHAIN-BRANCHING ON THE STERIC OUTCOME OF SOME OLEFIN-FORMING REACTIONS [J].
KOCIENSKI, PJ ;
LYTHGOE, B ;
WATERHOUSE, I .
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1980, (04) :1045-1050
[8]   NOVEL SYNTHESIS OF ACETYLENES AND POLYENES VIA DESULFONYLATION REACTION [J].
MANDAI, T ;
YANAGI, T ;
ARAKI, K ;
MORISAKI, Y ;
KAWADA, M ;
OTERA, J .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1984, 106 (12) :3670-3672
[9]   SYNTHESIS OF BETA-HYDROXY AND GAMMA-HYDROXY SULFONES BY REGIOSELECTIVE OPENING OF BETA,GAMMA-EPOXY SULFONES [J].
NAJERA, C ;
SANSANO, JM .
TETRAHEDRON, 1990, 46 (11) :3993-4002
[10]   MECHANISTIC ASPECTS AND PROFILES OF THE DOUBLE ELIMINATION-REACTION OF BETA-SUBSTITUTED SULFONES [J].
OTERA, J ;
MISAWA, H ;
SUGIMOTO, K .
JOURNAL OF ORGANIC CHEMISTRY, 1986, 51 (20) :3830-3833