A MILD AND DIRECT OXIDATION OF DIENOL THIOETHERS INTO KETENE DITHIOACETALS

被引:3
作者
FREIDANCK, F [1 ]
MADDALUNO, JF [1 ]
GAONACH, O [1 ]
DUHAMEL, L [1 ]
机构
[1] UNIV ROUEN,FAC SCI & TECH,CNRS,CHIM ORGAN LAB,BP 118,F-76134 MONT ST AIGNAN,FRANCE
关键词
D O I
10.1016/S0040-4039(00)79250-1
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Functionalized dienol thioethers reacts with 3 eq. of thiophenol at room temperature in presence of dioxygen to give directly corresponding ketene dithioacetals in high yields.
引用
收藏
页码:3871 / 3874
页数:4
相关论文
共 23 条
[1]   REGIOCONTROLLED AND STEREOCONTROLLED STANNYLMETALLATION OF 3,3-DIETHOXY-PROP-1-YNE AND 4,4-DIETHOXY-BUT-1-YNE - AN EFFICIENT ACCESS TO THE CORRESPONDING VINYLTINS WITH FIXED CONFIGURATIONS [J].
BEAUDET, I ;
PARRAIN, JL ;
QUINTARD, JP .
TETRAHEDRON LETTERS, 1991, 32 (44) :6333-6336
[2]  
CAPOZZI G, CHEM THIOL GROUP, V2, P807
[3]   OXOKETENE DITHIOACETALS AS VERSATILE SYNTHONS FOR ALTERNATIVE 1,3 TO 1,11 CARBONYL TRANSPOSITIONS - A NEW POLYENE SYNTHESIS [J].
CHANDRASEKHARAM, M ;
ASOKAN, CV ;
ILA, H ;
JUNJAPPA, H .
TETRAHEDRON LETTERS, 1990, 31 (12) :1763-1766
[4]  
CLINET JC, 1978, J CHEM RES-S, P125
[5]  
CRAMPTON MR, CHEM THIOL GROUP, V1, P396
[6]  
DAINSHEFSKY S, 1976, J ORG HCEM, V41, P2934
[7]   DIELS-ALDER ROUTE TO FUNCTIONALIZED CYCLOHEXADIENONES [J].
DANISHEFSKY, S ;
YAN, CF ;
MCCURRY, PM .
JOURNAL OF ORGANIC CHEMISTRY, 1977, 42 (10) :1819-1821
[8]   A NEW PRENYLATION METHOD USING THE LITHIUM ENOLATE OF PRENAL - REACTION WITH POLYUNSATURATED ALDEHYDES - A SHORT ACCESS TO RETINAL [J].
DUHAMEL, L ;
GUILLEMONT, J ;
POIRIER, JM ;
CHABARDES, P .
TETRAHEDRON LETTERS, 1991, 32 (35) :4499-4500
[9]   POLYUNSATURATED ALDEHYDES BY DIRECT POLYVINYLOGATION OF CARBONYL-COMPOUNDS USING FUNCTIONALIZED PHOSPHONATES [J].
DUHAMEL, L ;
GUILLEMONT, J ;
LEGALLIC, Y ;
PLE, G ;
POIRIER, JM ;
RAMONDENC, Y ;
CHABARDES, P .
TETRAHEDRON LETTERS, 1990, 31 (22) :3129-3132
[10]   A NEW PRENYLATION METHOD USING THE LITHIUM ENOLATE OF PRENAL - REACTION WITH ALDEHYDES AND ALPHA,BETA-UNSATURATED ALDEHYDES [J].
DUHAMEL, L ;
GUILLEMONT, J ;
POIRIER, JM ;
CHABARDES, P .
TETRAHEDRON LETTERS, 1991, 32 (35) :4495-4498