A SIMPLE SYNTHESIS OF PRIMARY E-ALLYLIC AMINES FROM 1-TRIBUTYLSTANNYL-3-BIS(TRIMETHYLSILYL)AMINO PROP-1-ENE

被引:23
作者
CORRIU, RJP
BOLIN, G
MOREAU, JJE
机构
[1] Laboratoire Hétérochimie et Aminoacides, Associé au CNRS - Université de Montpellier II, Sciences et Techniques du Languedoc -, F 34095 Montpellier Cedex 05, Place E. Bataillon
关键词
D O I
10.1016/S0040-4039(00)79880-7
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A facile and selective preparation of primary E-allylic amines is described from the readily available gamma-amino vinylic tin reagent 2, either by using the direct palladium catalysed coupling of the vinyl tin moitie or via conversion to a gamma-amino vinyl lithium reagent.
引用
收藏
页码:4121 / 4124
页数:4
相关论文
共 35 条
[11]   USES OF SI-N BONDS IN ORGANIC-SYNTHESIS - A DIRECT SYNTHESIS OF FUNCTIONAL PROTECTED PROPARGYLIC PRIMARY AMINES [J].
CORRIU, RJP ;
HUYNH, V ;
MOREAU, JJE .
TETRAHEDRON LETTERS, 1984, 25 (18) :1887-1890
[12]   SILYLAMINES IN ORGANIC-SYNTHESIS - A NEW ACCESS TO FUNCTIONAL PYRROLES VIA ORGANOCUPRATES ADDITION ON METHYL-BIS(TRIMETHYLSILYL)AMINOMETHYLPROPIOLATE [J].
CORRIU, RJP ;
MOREAU, JJE ;
VERNHET, C .
TETRAHEDRON LETTERS, 1987, 28 (26) :2963-2966
[13]   A FACILE SYNTHESIS OF NEW TETRAPYRROLE MACROCYCLIC DERIVATIVES - FORMATION OF BIMETALLIC TRANSITION-METAL COMPLEXES [J].
CORRIU, RJP ;
BOLIN, G ;
MOREAU, JJE ;
VERNHET, C .
JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1991, (04) :211-213
[14]   NEW PREPARATION OF N,N-BIS(TRIMETHYLSILYL)ENAMINES VIA IRON CARBONYL PHOTOCATALYZED ISOMERIZATION OF UNSATURATED AMINES [J].
CORRIU, RJP ;
HUYNH, V ;
MOREAU, JJE ;
PATAUDSAT, M .
JOURNAL OF ORGANOMETALLIC CHEMISTRY, 1983, 255 (03) :359-364
[15]   PALLADIUM(0) CATALYZED COUPLING OF TRANS-1,2-BIS(TRI-N-BUTYLSTANNYL)ETHYLENE WITH AROMATIC HALIDES - A CONVENIENT SYNTHESIS OF SUBSTITUTED TRANS-BETA-BROMOSTYRENES [J].
HAACK, RA ;
PENNING, TD ;
DJURIC, SW ;
DZIUBA, JA .
TETRAHEDRON LETTERS, 1988, 29 (23) :2783-2786
[16]   METALATED NITROGEN DERIVATIVES OF CARBONIC-ACID IN ORGANIC-SYNTHESIS .28. THE HOMOALDOL REACTION, OR HOW TO OVERCOME PROBLEMS OF REGIO-SELECTIVITY AND STEREO-SELECTIVITY [J].
HOPPE, D .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH, 1984, 23 (12) :932-948
[17]   BIS(METHOXYCARBONYL)SULFUR DIIMIDE, A CONVENIENT REAGENT FOR THE ALLYLIC AMINATION OF ALKENES [J].
KRESZE, G ;
MUNSTERER, H .
JOURNAL OF ORGANIC CHEMISTRY, 1983, 48 (20) :3561-3564
[18]   PALLADIUM-CATALYZED COUPLING OF 2-BROMOANILINES WITH VINYLSTANNANES - A REGIOCONTROLLED SYNTHESIS OF SUBSTITUTED INDOLES [J].
KROLSKI, ME ;
RENALDO, AF ;
RUDISILL, DE ;
STILLE, JK .
JOURNAL OF ORGANIC CHEMISTRY, 1988, 53 (06) :1170-1176
[19]  
LAURENT A, 1984, J CHEM RES-S, P354
[20]   PALLADIUM-CATALYZED SYNTHESIS OF CINNAMYLAMINES [J].
MALEK, NJ ;
MOORMANN, AE .
JOURNAL OF ORGANIC CHEMISTRY, 1982, 47 (27) :5395-5397