Sequential biocatalytic resolution of (+/-)-trans-cyclohexane-1,2-diamine. Chemoenzymatic synthesis of an optically active polyamine

被引：33

作者：

Alfonso, I ^{[1
]}

Astorga, C ^{[1
]}

Rebolledo, F ^{[1
]}

Gotor, V ^{[1
]}

机构：

[1] UNIV OVIEDO, DEPT QUIM ORGAN & INORGAN, OVIEDO 33071, SPAIN

来源：

CHEMICAL COMMUNICATIONS | 1996年 / 21期

关键词：

D O I：

10.1039/cc9960002471

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Candida antarctica lipase-catalysed double monoaminolysis of dimethyl malonate by (+/-)-trans-cyclohexane-1,2-diamine allows the sequential resolution of the latter compound, affording an enantiopure bis(amidoester), (R,R)-3, which is subsequently transformed into an optically active polyamine, (R,R)-9.

引用

收藏

页码：2471 / 2472

页数：2

相关论文

共 22 条

[1]

[Anonymous], ADV POLYAMINE RES

[2]

[Anonymous], ADV POLYAMINE RES

[3] ENZYMATIC AMINOLYSIS OF NONACTIVATED DIESTERS WITH DIAMINES [J].

ASTORGA, C ;

REBOLLEDO, F ;

GOTOR, V .

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1994, (07) :829-832

[4]

BELOKON N, 1996, TETRAHEDRON-ASYMMETR, V7, P851

[5] REGIOSELECTIVITY AND ENANTIOSELECTIVITY OF THE CANDIDA-ANTARCTICA LIPASE-CATALYZED AMIDATIONS OF CBZ-L-GLUTAMIC AND CBZ-D-GLUTAMIC ACID DIESTERS [J].

CHAMORRO, C ;

GONZALEZMUNIZ, R ;

CONDE, S .

TETRAHEDRON-ASYMMETRY, 1995, 6 (09) :2343-2352

[6] GENERAL-ASPECTS AND OPTIMIZATION OF ENANTIOSELECTIVE BIOCATALYSIS IN ORGANIC-SOLVENTS - THE USE OF LIPASES [J].

CHEN, CS ;

SIH, CJ .

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH, 1989, 28 (06) :695-707

[7] QUANTITATIVE-ANALYSES OF BIOCHEMICAL KINETIC RESOLUTIONS OF ENANTIOMERS [J].

CHEN, CS ;

FUJIMOTO, Y ;

GIRDAUKAS, G ;

SIH, CJ .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1982, 104 (25) :7294-7299

[8] LIPASE-CATALYZED AMINOLYSIS AND AMMONOLYSIS OF BETA-KETOESTERS - SYNTHESIS OF OPTICALLY-ACTIVE BETA-KETOAMIDES [J].

GARCIA, MJ ;

REBOLLEDO, F ;

GOTOR, V .

TETRAHEDRON, 1994, 50 (23) :6935-6940

[9]

GARCIA MJ, 1993, TETRAHEDRON-ASYMMETR, V4, P2199

[10]

GOLDENBURG SH, 1990, BIOL CHEM POLYAMINES