ASYMMETRIC INDUCTION IN [4+2] CYCLOADDITIONS OF CHIRAL ENAMINES TO 2-PHENYLSULFONYL 1,3-DIENES

被引:13
作者
BACKVALL, JE
LOFSTROM, C
MAFFEI, M
LANGER, V
机构
[1] CHALMERS UNIV TECHNOL,DEPT INORGAN CHEM,S-41296 GOTHENBURG,SWEDEN
[2] GOTHENBURG UNIV,DEPT INORGAN CHEM,S-41296 GOTHENBURG,SWEDEN
关键词
D O I
10.1016/S0040-4039(00)74227-4
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Chiral enamine 1 reacts with 2-phenylsulfonyl 1,3-dienes 2 in a [4 + 2] cycloaddition to give adducts 3 with high asymmetric induction
引用
收藏
页码:2417 / 2418
页数:2
相关论文
共 20 条
[1]   SELENOSULFONATION OF CONJUGATED ENYNES AND THE ENYNE EQUIVALENT 1,4-DICHLORO-2-BUTYNE - PREPARATION OF SULFONYL-SUBSTITUTED ALLENIC ALCOHOLS AND DIENES USING [2,3] SIGMATROPIC REARRANGEMENTS AND ORGANOCUPRATE ADDITIONS [J].
BACK, TG ;
LAI, EKY ;
MURALIDHARAN, KR .
JOURNAL OF ORGANIC CHEMISTRY, 1990, 55 (15) :4595-4602
[2]   SYNTHESIS OF 2-NITRO 1,3-DIENES - USEFUL INTERMEDIATES IN THE PREPARATION OF UNSATURATED 1,4-DICARBONYL COMPOUNDS [J].
BACKVALL, JE ;
KARLSSON, U ;
CHINCHILLA, R .
TETRAHEDRON LETTERS, 1991, 32 (40) :5607-5610
[3]  
BACKVALL JE, 1990, J ORG CHEM, V55, P4528
[4]  
BACKVALL JE, 1987, J AM CHEM SOC, V109, P6396
[5]   2-PHENYLSULFONYL 1,3-DIENES IN ASYMMETRIC DIELS-ALDER REACTIONS WITH CHIRAL ENAMINES AND ENOL ETHERS [J].
BACKVALL, JE ;
RISE, F .
TETRAHEDRON LETTERS, 1989, 30 (39) :5347-5348
[6]   GENERATION AND CYCLOADDITION REACTIONS OF 3-SUBSTITUTED-2-NITRO-1,3-DIENES [J].
BARCO, A ;
BENETTI, S ;
POLLINI, GP ;
SPALLUTO, G ;
ZANIRATO, V .
TETRAHEDRON LETTERS, 1991, 32 (22) :2517-2520
[7]   STUDY OF CHIRAL AUXILIARIES FOR THE INTRAMOLECULAR [2+2] CYCLOADDITION OF A KETENIMINIUM SALT TO AN OLEFINIC DOUBLE-BOND - A NEW ASYMMETRIC-SYNTHESIS OF CYCLOBUTANONES [J].
CHEN, LY ;
GHOSEZ, L .
TETRAHEDRON LETTERS, 1990, 31 (31) :4467-4470
[8]   INTRAMOLECULAR DIELS-ALDER REACTIONS OF SULFUR-SUBSTITUTED DIENES VIA 3-SULFOLENES [J].
CHOU, SSP ;
WEY, SJ .
JOURNAL OF ORGANIC CHEMISTRY, 1990, 55 (04) :1270-1274
[9]   SELECTIVE CROSS DIELS-ALDER REACTIONS OF 2-(PHENYLSULFONYL) 1,3-DIENES [J].
CHOU, TS ;
HUNG, SC .
JOURNAL OF ORGANIC CHEMISTRY, 1988, 53 (13) :3020-3027
[10]  
COPE AC, ORG SYNTH, V4, P612