REACTIONS OF FLUOROBENZENE TRICARBONYLCHROMIUM COMPLEXES WITH ANIONS FROM SCHIFF-BASES OF ALPHA-AMINO ESTERS - ENANTIOSELECTIVE SYNTHESIS OF ALPHA-ARYL AMINO-ACIDS

被引：34

作者：

CHAARI, M ^{[1
]}

JENHI, A ^{[1
]}

LAVERGNE, JP ^{[1
]}

VIALLEFONT, P ^{[1
]}

机构：

[1] UNIV MONTPELLIER 2,SYNTH & ETUD PHYSICOCHIM AMINOACIDES & PEPTIDES LAB,URA 468,PLACE E BATAILLON,F-34095 MONTPELLIER 5,FRANCE

来源：

TETRAHEDRON | 1991年 / 47卷 / 26期

关键词：

D O I：

10.1016/S0040-4020(01)86468-1

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

We report here a convenient synthesis of alpha-substituted aryl amino acids via the addition of alpha-imino esters to fluorobenzene tricarbonylchromium complexes. Optically pure alpha-aryl amino acids have been prepared by enantioselective substitution of fluorobenzene complexes using Schiff bases of L-alanine, leucine and valine methyl esters and (1R, 2R, 5R)-2-hydroxypinan-3-one.

引用

页码：4619 / 4630

页数：12

共 30 条

[1] ACHIWA K, 1970, Chemical and Pharmaceutical Bulletin (Tokyo), V18, P61
[2] BAJGIJLL MJ, 1978, OMIUAHEDRON LETT, V19, P4625
[3] ASYMMETRIC-SYNTHESIS OF ALPHA-DISUBSTITUTED AMINO-ACIDS
BAJGROWICZ, JA
COSSEC, B
PIGIERE, C
JACQUIER, R
VIALLEFONT, P
[J]. TETRAHEDRON LETTERS, 1983, 24 (35) : 3721 - 3724
[4] REACTIONS OF (ARENE)TRICARBONYLCHROMIUM COMPLEXES WITH ANIONS FROM SCHIFF-BASES OF ALPHA-AMINO ESTERS - SYNTHESIS OF ALPHA-ARYL AMINO-ACIDS
CHAARI, M
LAVERGNE, JP
VIALLEFONT, P
[J]. SYNTHETIC COMMUNICATIONS, 1989, 19 (7-8) : 1211 - 1216
[5] CHAARI M, IN PRESS J ORGANOMET
[6] REACTIONS OF SCHIFF-BASE ANIONS WITH ELECTROPHILES - ROLE OF THE INITIAL STEREOCHEMISTRY
ELACHQAR, A
ROUMESTANT, ML
VIALLEFONT, P
[J]. TETRAHEDRON LETTERS, 1988, 29 (20) : 2441 - 2444
[7] 2-HYDROXY-3-PINANONE AS CHIRAL AUXILIARY IN THE ASYMMETRIC-SYNTHESIS OF ALPHA-AMINO-ACIDS
ELACHQAR, A
BOUMZEBRA, M
ROUMESTANT, ML
VIALLEFONT, P
[J]. TETRAHEDRON, 1988, 44 (17) : 5319 - 5332
[8] A STEREOSELECTIVE SYNTHESIS OF N-BOC-ALPHA-AMINO ALCOHOLS AND ALPHA-AMINO-ACIDS
ERMERT, P
MEYER, J
STUCKI, C
SCHNEEBELI, J
OBRECHT, JP
[J]. TETRAHEDRON LETTERS, 1988, 29 (11) : 1265 - 1268
[9] ACYCLIC STEREOSELECTION IN ALPHA-AMIDOALKYLATION REACTIONS
HARDING, KE
DAVIS, CS
[J]. TETRAHEDRON LETTERS, 1988, 29 (16) : 1891 - 1894
[10] Hashimoto S., 1978, TETRAHEDRON LETT, V19, P573

← 1 2 3 →