ONE-STEP SYNTHESIS OF ALPHA-BRANCHED BETA-ACETYLENIC PRIMARY AMINES USING ORGANOMETALLIC COMPOUNDS

被引：12

作者：

LEBOUTET, L ^{[1
]}

COURTOIS, G ^{[1
]}

MIGINIAC, L ^{[1
]}

机构：

[1] UNIV POITIERS, SYNTH ORGAN LAB,CNRS,UA 574,40 AVE RECTEUR PINEAU, F-86022 POITIERS, FRANCE

来源：

JOURNAL OF ORGANOMETALLIC CHEMISTRY | 1991年 / 420卷 / 02期

关键词：

D O I：

10.1016/0022-328X(91)80258-L

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

The one-pot synthesis of alpha-branched beta-alcynyl primary amines results from reaction between organometallic compounds, prepared from propargylic bromides and N-silylimines derived from aromatic or aliphatic aldehydes. Usually, the reaction is regioselective, but not in the case of CH3C = CCH2M.

引用

页码：155 / 161

页数：7

共 16 条

[1] UNSATURATED HETEROCYCLIC AMINES AS POTENT TIME-DEPENDENT INHIBITORS OF DOPAMINE BETA-HYDROXYLASE
BARGAR, TM
BROERSMA, RJ
CREEMER, LC
MCCARTHY, JR
HORNSPERGER, JM
PALFREYMAN, MG
WAGNER, J
JUNG, MJ
[J]. JOURNAL OF MEDICINAL CHEMISTRY, 1986, 29 (03) : 315 - 317
[2] BETA-LACTAMS FROM ESTERS AND SILYLIMINES - A REVALUATION - SYNTHESIS OF N-UNSUBSTITUTED 4-ALKYL-BETA-LACTAMS
CAINELLI, G
GIACOMINI, D
PANUNZIO, M
MARTELLI, G
SPUNTA, G
[J]. TETRAHEDRON LETTERS, 1987, 28 (44) : 5369 - 5372
[3] REACTION OF SILYL KETENE ACETALS WITH N-TRIMETHYLSILYL IMINES - A ROUTE TO N-UNSUBSTITUTED AZETIDIN-2-ONES
COLVIN, EW
MCGARRY, DG
[J]. JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1985, (09) : 539 - 540
[4] COURTOIS G, 1987, B SOC CHIM FR, P93
[5] SYNTHESIS OF ALLENIC AMINO-ALCOHOLS
DOUTHEAU, A
SABA, A
GORE, J
[J]. TETRAHEDRON LETTERS, 1982, 23 (24) : 2461 - 2464
[6] SELECTIVE INHIBITORS OF MONOAMINE OXIDASE-A AND OXIDASE-B - BIOCHEMICAL, PHARMACOLOGICAL, AND CLINICAL PROPERTIES
FOWLER, CJ
ROSS, SB
[J]. MEDICINAL RESEARCH REVIEWS, 1984, 4 (03) : 323 - 358
[7] Gaudemar M., 1956, ANN CHIM, V13, P161
[8] N-TRIMETHYLSILYL IMINES - APPLICATIONS TO THE SYNTHESIS OF BETA-LACTAMS
HA, DC
HART, DJ
YANG, TK
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1984, 106 (17) : 4819 - 4825
[9] PREPARATION OF PRIMARY AMINES AND 2-AZETIDINONES VIA N-TRIMETHYLSILYL IMINES
HART, DJ
KANAI, K
THOMAS, DG
YANG, TK
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1983, 48 (03) : 289 - 294
[10] STUDIES OF MITOCHONDRIAL MONOAMINE-OXIDASE - INACTIVATION OF ENZYME BY ISOMERIC ACETYLENIC AND ALLENIC AMINES YIELDING MUTUALLY EXCLUSIVE PRODUCTS
KRANTZ, A
LIPKOWITZ, GS
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1977, 99 (12) : 4156 - 4159

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