A hydroformylation route to diazabicycloalkanes and oxazabicycloalkanes containing medium and large rings

被引：7

作者：

Bergmann, DJ

Campi, EM

Jackson, WR ^{[1
]}

Patti, AF

机构：

[1] Monash Univ, Dept Chem, Clayton, Vic 3800, Australia

[2] Monash Univ, Sch Appl Sci, Clayton, Vic 3800, Australia

来源：

AUSTRALIAN JOURNAL OF CHEMISTRY | 1999年 / 52卷 / 12期

基金：

澳大利亚研究理事会;

关键词：

D O I：

10.1071/CH99097

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Diazabicycloalkanes and oxazabicycloalkanes containing medium and large rings can be prepared by rhodium-catalysed reactions of N-alkenylpropane-1,3-diamines and 2-(alkenylamino)ethanols with H-2/CO in excellent yields without the need for high dilution. Selective ring opening of these compounds can lead to large heterocycles.

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收藏

页码：1131 / 1138

页数：8

相关论文

共 28 条

[11] A BIOMIMETIC APPROACH TO THE ELAEOCARPUS ALKALOIDS - SYNTHESES OF (+/-)-ELAEOKANINE-A, (+/-)-ELAEOKANINE-C, (+/-)-ELAEOCARPIDINE, AND (+/-)-TARENNINE [J].

GRIBBLE, GW ;

SWITZER, FL ;

SOLL, RM .

JOURNAL OF ORGANIC CHEMISTRY, 1988, 53 (14) :3164-3170

[12]

HAGEMAN HA, 1953, ORG REACTIONS, V7, P198

[13] RING-CLOSURE REACTIONS OF BIFUNCTIONAL CHAIN MOLECULES [J].

ILLUMINATI, G ;

MANDOLINI, L .

ACCOUNTS OF CHEMICAL RESEARCH, 1981, 14 (04) :95-102

[14] CONVERSION OF NITRO PARAFFINS INTO ALDEHYDES AND KETONES [J].

KORNBLUM, N ;

ERICKSON, AS ;

KELLY, WJ ;

HENGGELER, B .

JOURNAL OF ORGANIC CHEMISTRY, 1982, 47 (23) :4534-4538

[15] UNSATURATED AMINES .16. AN OXIDATIVE CYCLIZATION ROUTE TO OXAZOLIDINES AND TETRAHYDRO-1,3-OXAZINES [J].

LEONARD, NJ ;

MUSKER, WK .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1960, 82 (19) :5148-5155

[16]

MENG QC, 1992, TOP CURR CHEM, V161, P107

[17]

MICHAEL JP, 1993, S AFR J CHEM-S-AFR T, V46, P65

[18] MECHANISM OF DECOMPOSITION OF GEMINAL DIAMINES [J].

MOAD, G ;

BENKOVIC, SJ .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1978, 100 (17) :5495-5499

[19] MECHANISTIC ASPECTS OF A HIGHLY REGIOSELECTIVE CATALYTIC ALKENE HYDROFORMYLATION USING A RHODIUM CHELATING BIS(PHOSPHITE) COMPLEX [J].

MOASSER, B ;

GLADFELTER, WL ;

ROE, DC .

ORGANOMETALLICS, 1995, 14 (08) :3832-3838

[20] PALLADIUM CATALYZED ENE-HALOGENOCYCLIZATION OF ALPHA-HALOESTER HAVING INTERNAL DOUBLE-BOND WITH THE LOW-VALENT METAL-COMPLEX [J].

MORI, M ;

KUBO, Y ;

BAN, Y .

TETRAHEDRON, 1988, 44 (14) :4321-4330