THE STEREOCHEMISTRY OF ORGANOMETALLIC COMPOUNDS .36. RHODIUM-CATALYZED REACTIONS OF UNSATURATED AMINES WITH HYDROGEN AND CARBON-MONOXIDE - A NEW SYNTHESIS OF 2-PIPERIDINONES

被引：16

作者：

ANASTASIOU, D

JACKSON, WR

机构：

[1] Department of Chemistry, Monash University, Clayton

来源：

JOURNAL OF ORGANOMETALLIC CHEMISTRY | 1991年 / 413卷 / 1-3期

关键词：

D O I：

10.1016/0022-328X(91)80065-R

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

Rhodium-catalysed reactions of 5-aminopent-1-enes with carbon monoxide and hydrogen give 2-piperidinone derivatives in high yields under mild conditions. Reaction of allylamine under similar conditions gave exclusively 2-pyrrolidone in high yield and reactions of 4-aminobut-1-enes gave mixtures of 2-piperidinones and 2-pyrrolidinones. The role of the hydrogen in these reactions is discussed.

引用

页码：399 / 410

页数：12

共 34 条

[1] PLATINUM-PROMOTED CYCLIZATION REACTIONS OF AMINO OLEFINS .2. REGIOSELECTIVITY AND STEREOSELECTIVITY IN THE CYCLIZATION REACTIONS OF C-METHYL SUBSTITUTED PENT-4-ENYLAMINES
AMBUEHL, J
PREGOSIN, PS
VENANZI, LM
CONSIGLIO, G
BACHECHI, F
ZAMBONELLI, L
[J]. JOURNAL OF ORGANOMETALLIC CHEMISTRY, 1979, 181 (01) : 255 - 269
[2] ANASTASIOU D, IN PRESS AUST J CHEM
[3] RHODIUM-CATALYZED HYDROFORMYLATIONS OF UNSATURATED NITROGEN-HETEROCYCLES - REGIOSELECTIVITY AND STEREOSELECTIVITY IN THE SYNTHESIS OF TROPANE AND PIPERIDINE CARBOXYALDEHYDES
BANACH, D
EVANS, GO
MCINTYRE, DG
PREDMORE, T
RICHMOND, MG
SUPPLE, JH
STEWART, RP
[J]. JOURNAL OF MOLECULAR CATALYSIS, 1985, 31 (01): : 15 - 37
[4] PREPARATION OF OLEFINIC DERIVATIVES OF PHTHALIMIDE AND THEIR USE AS PRECURSORS FOR HOMOALLYLIC AMINES
BERGMANN, ED
MIGRON, Y
[J]. ORGANIC PREPARATIONS AND PROCEDURES INTERNATIONAL, 1976, 8 (02) : 75 - 80
[5] LIMITED SCOPE OF AZABICYCLOHEXANE SYNTHESIS FROM DELTA,EPSILON-UNSATURATED AMINES
BLACK, DSC
DOYLE, JE
[J]. AUSTRALIAN JOURNAL OF CHEMISTRY, 1978, 31 (10) : 2247 - 2257
[6] THERMAL-DECOMPOSITION OF QUATERNARY AMMONIUM HYDROXIDES .5. IMPORTANCE OF CONFORMATIONAL FACTORS IN BETA-ELIMINATIONS FROM QUATERNARY HYDROXIDES DERIVED FROM PIPERIDINES, MORPHOLINES, AND DECAHYDROQUINOLINES
BOOTH, H
BOSTOCK, AH
FRANKLIN, NC
GRIFFITHS, DV
LITTLE, JH
[J]. JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 2, 1978, (09): : 899 - 907
[7] H-1 AND C-13 NMR-STUDY ON SOME SUBSTITUTED AZOLIDINE DERIVATIVES
CERIONI, G
CRISTIANI, F
DEVILLANOVA, FA
DIAZ, A
VERANI, G
[J]. SPECTROCHIMICA ACTA PART A-MOLECULAR AND BIOMOLECULAR SPECTROSCOPY, 1983, 39 (10): : 929 - 932
[8] CONSIGLIO G, 1982, TOP CURR CHEM, V105, P77
[9] THE STEREOCHEMISTRY OF ORGANOMETALLIC COMPOUNDS .34. REGIOSELECTION IN THE HYDROFORMYLATION OF SILYLALKENES
DOYLE, MM
JACKSON, WR
PERLMUTTER, P
[J]. AUSTRALIAN JOURNAL OF CHEMISTRY, 1989, 42 (11) : 1907 - 1918
[10] THE STEREOCHEMISTRY OF ORGANO-METALLIC COMPOUNDS .21. ASYMMETRIC ADDITION OF HYDROGEN-CYANIDE TO ALKENES CATALYZED BY ZEROVALENT METAL-COMPOUNDS
ELMES, PS
JACKSON, WR
[J]. AUSTRALIAN JOURNAL OF CHEMISTRY, 1982, 35 (10) : 2041 - 2051

← 1 2 3 4 →