UNUSUAL AMINO-ACIDS .3. ASYMMETRIC-SYNTHESIS OF 3-ARYLALANINES

被引：20

作者：

TAUDIEN, S

SCHINKOWSKI, K

KRAUSE, HW

机构：

[1] UNIV ROSTOCK E V,INST ORGAN KATALYSEFORSCH,BUCHBINDERSTR 5-6,O-2500 ROSTOCK,GERMANY

[2] BERLIN CHEM AG,O-1199 BERLIN,GERMANY

来源：

TETRAHEDRON-ASYMMETRY | 1993年 / 4卷 / 01期

关键词：

D O I：

10.1016/S0957-4166(00)86017-6

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

21 (Z)-alpha-N-benzoylamino-beta-arylacrylic acids and their esters were prepared by known procedures and hydrogenated to the corresponding optically active alpha-benzoyl-beta-arylalanine derivatives with optical yields in the range of 82-95% ee using the cationic rhodium complex of ''PROPRAPHOS'' as the chiral catalyst No electronical influences of the substituents at the aryl moiety on the enantioselectivity were observed but a sterical one, proved by X-ray crystallographic analysis and computer-aided modellings. Deacylation of the hydrogenated spezies produced the hydrochlorides of the 3-arylalanines attended by a partial racemisation In this case the hydrogenation of urethane type protected dehydroaminoacid derivatives seems to be the alternative.

引用

页码：73 / 84

页数：12

共 45 条

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