STEREOSELECTIVE SYNTHESIS OF BETA-HYDROXYAMINO ACIDS BY ALDOL REACTION OF ALPHA-ISOCYANOCARBOXYLATE WITH ARENE-CHROMIUM-TRICARBONYL COMPLEXES

被引：20

作者：

COLONNA, S

MANFREDI, A

SOLLADIECAVALLO, A

QUAZZOTTI, S

机构：

[1] UNIV MILAN, DIPARTIMENTO CHIM ORGAN & IND, I-20133 MILAN, ITALY

[2] ECOLE HAUTES ETUD IND CHIM, CNRS, STETEOCHIM ORGANOMET LAB, F-67008 STRASBOURG, FRANCE

来源：

TETRAHEDRON LETTERS | 1990年 / 31卷 / 43期

关键词：

D O I：

10.1016/S0040-4039(00)97020-5

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

High diastereoselectivity is obtained during the addition of ethyl isocyanoacetate 1 to chiral complexes 2 and 3. The 2-oxazoline-4-carboxylic esters are intermediates for the synthesis of β-substituted serines in a stereoconservative process. © 1990.

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页码：6185 / 6188

页数：4

相关论文

共 8 条

[1] ASYMMETRIC INDUCTION IN THE DARZENS REACTION BY USING AN ETA-6-CR(CO)3 COMPLEXED ARENE AS CHIRAL AUXILIARY [J].

BALDOLI, C ;

DELBUTTERO, P ;

LICANDRO, E ;

MAIORANA, S ;

PAPAGNI, A .

JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1987, (10) :762-764

[2] ENANTIOSELECTIVE MICROBIAL REDUCTION OF TRANSITION-METAL-COMPLEXED AROMATIC KETONES [J].

GILLOIS, J ;

BUISSON, D ;

AZERAD, R ;

JAOUEN, G .

JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1988, (18) :1224-1225

[3] ASYMMETRIC-SYNTHESIS OF BETA-HYDROXY-ALPHA-ALKYLAMINO ACIDS BY ASYMMETRIC ALDOL REACTION OF ALPHA-ISOCYANOCARBOXYLATES CATALYZED BY CHIRAL FERROCENYLPHOSPHINE-GOLD(I) COMPLEXES [J].

ITO, Y ;

SAWAMURA, M ;

SHIRAKAWA, E ;

HAYASHIZAKI, K ;

HAYASHI, T .

TETRAHEDRON, 1988, 44 (17) :5253-5262

[4]

SCHOLLKOPF U, 1979, NEW SYNTHETIC METHOD, V9, P99

[5] ARENE-CHROMIUM-TRICARBONYL COMPLEXES - STEREOSELECTIVE REACTIONS WITH ISOCYANIDE [J].

SOLLADIECAVALLO, A ;

QUAZZOTTI, S ;

COLONNA, S ;

MANFREDI, A .

TETRAHEDRON LETTERS, 1989, 30 (22) :2933-2936

[6] ASYMMETRIC-SYNTHESIS OF EPHEDRINE ANALOGS [J].

SOLLADIECAVALLO, A ;

LAPITAJS, G ;

BUCHERT, P ;

KLEIN, A ;

COLONNA, S ;

MANFREDI, A .

JOURNAL OF ORGANOMETALLIC CHEMISTRY, 1987, 330 (03) :357-363

[7] SYNTHESIS OF [+)S-ALPHA-PERFLUOROETHYL-ALPHA-HYDROXYPHENYL ACETIC-ACID AND HIGHLY EFFECTIVE AUXILIARIES FOR USE IN ASYMMETRIC INDUCTION [J].

SOLLADIECAVALLO, A ;

SUFFERT, J .

TETRAHEDRON LETTERS, 1984, 25 (18) :1897-1900

[8]

SOLLADIECAVALLO A, 1989, ADV METAL ORGANIC CH, V1, P93