ORGANIC SYNTHESES VIA TRANSITION-METAL COMPLEXES .47. 1-CHROMA-1,3-DIENES BY AMINOALKENYLATION OF METHYLCARBENE CHROMIUM COMPLEXES WITH SECONDARY AMIDES

被引:34
作者
AUMANN, R
HINTERDING, P
机构
[1] Organisch-Chemisches Institut, Universität Münster, Münster, D-4400
关键词
(β‐NH‐Aminoalkenyl)carbene chromium complexes; 1‐Chroma‐1,3‐dienes; Methylcarbene complexes; aminoalkenylation of; condensation with secondary amides;
D O I
10.1002/cber.19901231016
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Organic Syntheses via Transition Metal Complexes, 47. — 1‐Chroma‐1,3‐dienes by Aminoalkenylation of Methylcarbene Chromium Complexes with Secondary Amides 4‐(NH‐Amino)‐1‐chroma‐1,3‐dienes [= β‐(NH‐Amino)alkenylcarbene chromium complexes] (CO)5CrC(OEt)CHC‐(NHMe)R (Z)‐6 (R  Me, Et, iPr, tBu, Ph) have been obtained with high stereoselectivity in 53–69% yields by the aminoalkenylation of (CO)5CrC(OEt)Me (1a) with secondary amides OC(NHMe)R (5, R  Me, Et, iPr, tBu, Ph) in the presence of POCl3/Et3N. Copyright © 1990 WILEY‐VCH Verlag GmbH & Co. KGaA, Weinheim
引用
收藏
页码:2047 / 2051
页数:5
相关论文
共 14 条
[1]   KETENIMINE COMPLEXES FROM CARBENE COMPLEXES AND ISOCYANIDES - VERSATILE BUILDING-BLOCKS FOR CARBOCYCLES AND N-HETEROCYCLES [J].
AUMANN, R .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH, 1988, 27 (11) :1456-1467
[2]   ORGANIC SYNTHESES VIA TRANSITION-METAL COMPLEXES .2. 1-CHROMA-1,3-BUTADIENES AND 1-CHROMA-1,3,5-HEXATRIENES FROM (CO)5CR=C(OC2H5)CH3 BY CARBONYL OLEFINATION CATALYZED WITH TRIETHYLAMINE CHLOROTRIMETHYLSILANE [J].
AUMANN, R ;
HEINEN, H .
CHEMISCHE BERICHTE-RECUEIL, 1987, 120 (04) :537-540
[3]   ORGANIC SYNTHESES VIA TRANSITION-METAL COMPLEXES .46. ALKENYLCARBENE CHROMIUM AND TUNGSTEN COMPLEXES - PROTON ADDITION AND ACTIVATION BY ELECTRON-WITHDRAWING SUBSTITUENTS [J].
AUMANN, R ;
HINTERDING, P ;
KRUGER, C ;
BETZ, P .
CHEMISCHE BERICHTE, 1990, 123 (09) :1847-1852
[4]   ORGANIC SYNTHESES VIA TRANSITION-METAL COMPLEXES .44. CONDENSATION OF METHYL CARBENE COMPLEXES WITH ACID-AMIDES BETA-ALKOXYALKENYL CARBENE AND BETA-AMINOALKENYL CARBENE COMPLEXES OF CHROMIUM AND TUNGSTEN - COMPETITION OF CONDENSATION AND INSERTION [J].
AUMANN, R ;
HINTERDING, P .
CHEMISCHE BERICHTE-RECUEIL, 1990, 123 (03) :611-620
[6]  
Aumann R., 1988, ANGEW CHEM, V27, P1456
[7]   GENERATION AND REACTIONS OF ANIONS ALPHA TO CARBENE CARBON-ATOM OF TRANSITION METAL-CARBENE COMPLEXES [J].
CASEY, CP ;
BOGGS, RA ;
ANDERSON, RL .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1972, 94 (25) :8947-&
[8]   STRUCTURE AND BASICITY OF ANIONS GENERATED ALPHA TO CARBENE CARBON-ATOM OF TRANSITION METAL-CARBENE COMPLEXES [J].
CASEY, CP ;
ANDERSON, RL .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1974, 96 (04) :1230-1231
[9]   REACTION OF METAL-CARBENE COMPLEXES WITH VINYLLITHIUM REAGENTS [J].
CASEY, CP ;
BRUNSVOLD, WR .
JOURNAL OF ORGANOMETALLIC CHEMISTRY, 1974, 77 (03) :345-352
[10]  
DOTZ KH, 1979, J ORGANOMET CHEM, V182, P489