COMPLEX-INDUCED PROXIMITY EFFECTS AND DIPOLE-STABILIZED CARBANIONS - KINETIC EVIDENCE FOR THE ROLE OF COMPLEXES IN THE ALPHA'-LITHIATIONS OF CARBOXAMIDES

被引:79
作者
HAY, DR [1 ]
SONG, ZG [1 ]
SMITH, SG [1 ]
BEAK, P [1 ]
机构
[1] UNIV ILLINOIS,DEPT CHEM,URBANA,IL 61801
关键词
D O I
10.1021/ja00232a029
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
引用
收藏
页码:8145 / 8153
页数:9
相关论文
共 48 条
[1]   DIPOLE-STABILIZED CARBANIONS - EVIDENCE FOR A COMPLEX IN THE ALPHA'-LITHIATION OF N,N-DIMETHYL-2,4,6-TRIISOPROPYLBENZAMIDE [J].
ALASEER, M ;
BEAK, P ;
HAY, D ;
KEMPF, DJ ;
MILLS, S ;
SMITH, SG .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1983, 105 (07) :2080-2082
[2]   MECHANISM OF THE REACTION OF LITHIUM REAGENTS WITH ESTERS [J].
ALASEER, MA ;
ALLISON, BD ;
SMITH, SG .
JOURNAL OF ORGANIC CHEMISTRY, 1985, 50 (15) :2715-2719
[3]   KINETICS AND MECHANISM OF THE REACTION OF KETONES WITH LITHIUM REAGENTS IN CYCLOHEXANE [J].
ALASEER, MA ;
SMITH, SG .
JOURNAL OF ORGANIC CHEMISTRY, 1984, 49 (14) :2608-2613
[4]  
ALLISON BD, 1978, THESIS U ILLINOIS UR
[5]   DEGREE OF AGGREGATION OF ORGANO-LITHIUM COMPOUNDS BY MEANS OF CRYOSCOPY IN TETRAHYDROFURAN [J].
BAUER, W ;
SEEBACH, D .
HELVETICA CHIMICA ACTA, 1984, 67 (07) :1972-1988
[6]  
BEAK P, 1977, TETRAHEDRON LETT, P1839
[7]   DIPOLE-STABILIZED CARBANIONS - NOVEL AND USEFUL INTERMEDIATES [J].
BEAK, P ;
REITZ, DB .
CHEMICAL REVIEWS, 1978, 78 (03) :275-316
[8]   STEREOCONTROL AND REGIOCONTROL BY COMPLEX INDUCED PROXIMITY EFFECTS - REACTIONS OF ORGANOLITHIUM COMPOUNDS [J].
BEAK, P ;
MEYERS, AI .
ACCOUNTS OF CHEMICAL RESEARCH, 1986, 19 (11) :356-363
[9]   DIPOLE-STABILIZED CARBANIONS - THE ALPHA'-LITHIATION OF PIPERIDIDES [J].
BEAK, P ;
ZAJDEL, WJ .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1984, 106 (04) :1010-1018
[10]  
BEAK P, 1982, ACC CHEM RES, V10, P36