A FACILE PREPARATION OF 4-ARYL-3-[(TERT-BUTYLDIMETHYLSILYL)OXYMETHYL]FURANS

被引:25
作者
KEAY, BA
BONTRONT, JLJ
机构
[1] UNIV CALGARY, DEPT CHEM, CALGARY T2N 1N4, ALBERTA, CANADA
[2] UNIV WINDSOR, DEPT CHEM & BIOCHEM, WINDSOR N9B 3P4, ONTARIO, CANADA
关键词
PALLADIUM; CROSS-COUPLINGS; STANNANES; 3,4-DISUBSTITUTED FURANS;
D O I
10.1139/v91-197
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
A series of aryl bromides undergo a palladium-catalyzed coupling reaction with 3-[(tert-butyldimethylsilyl)oxymethyl] -4-(tri-n-butylstannyl)furan to provide 4-aryl-3-[(tert-butyldimethylsilyl)oxymethyl]furans in moderate to good yields.
引用
收藏
页码:1326 / 1330
页数:5
相关论文
共 42 条
[1]   THE SYNTHESIS OF 3,4-DISUBSTITUTED FURAN PROSTANOIDS [J].
ANSELL, MF ;
CATON, MPL ;
NORTH, PC .
TETRAHEDRON LETTERS, 1981, 22 (18) :1727-1728
[2]  
ARCADI A, 1990, SYNLETT, P47
[3]   FREE-RADICAL CYCLIZATION APPROACH TO THE SOUTHERN MOIETY OF AVERMECTINS [J].
ARDISSON, J ;
FEREZOU, JP ;
JULIA, M ;
PANCRAZI, A .
TETRAHEDRON LETTERS, 1987, 28 (18) :2001-2004
[4]   THE 1, 4 O-]C SILYL MIGRATIONS OF VARIOUS 3-[(TRIALKYLSILYL)-OXYMETHYL]-FURANS AND 3-[(TRIALKYLSILYL)-OXYMETHYL]-THIOPHENES [J].
BURES, EJ ;
KEAY, BA .
TETRAHEDRON LETTERS, 1987, 28 (48) :5965-5968
[5]   THE REGIOSPECIFIC FORMATION AND REACTIONS OF 4-LITHIO-2-(TERT-BUTYL-DIMETHYLSILYL)-3-(HYDROXYMETHYL)FURAN - AN APPROACH TO 3,4-DISUBSTITUTED FURANS [J].
BURES, EJ ;
KEAY, BA .
TETRAHEDRON LETTERS, 1988, 29 (11) :1247-1250
[6]   TRANSITION-METAL MEDIATED ORGANIC-SYNTHESIS - THE SYNTHESIS OF MORACIN-M [J].
CLOUGH, JM ;
MANN, IS ;
WIDDOWSON, DA .
TETRAHEDRON LETTERS, 1987, 28 (23) :2645-2648
[7]   TOTAL SYNTHESIS OF NATURAL 20(S)-CAMPTOTHECIN [J].
COREY, EJ ;
CROUSE, DN ;
ANDERSON, JE .
JOURNAL OF ORGANIC CHEMISTRY, 1975, 40 (14) :2140-2141
[8]   PROTECTION OF HYDROXYL GROUPS AS TERT-BUTYLDIMETHYLSILYL DERIVATIVES [J].
COREY, EJ ;
VENKATESWARLU, A .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1972, 94 (17) :6190-+
[9]   RECENT ADVANCES IN FURAN CHEMISTRY .1. [J].
DEAN, FM .
ADVANCES IN HETEROCYCLIC CHEMISTRY, 1982, 30 :167-238
[10]  
DEAN FM, 1982, ADV HETEROCYCL CHEM, V31, P237