ASYMMETRIC-SYNTHESIS OF 2-ARYLPROPIONIC ACIDS

被引:7
作者
GONZALEZ, A
机构
[1] Laboratory of Organic Chemistry, University of Barcelona, 08028, Barcelona
关键词
D O I
10.1080/00397919108021282
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The preparation of (S)-2-(6-methoxy-2-naphtyl)propionic acid (S-Naproxen) 1 and (S)-2-(4-isobutylphenyl)propionic acid (S-Ibuprofen) 2, based on asymmetric alkylation of oxazolidinones 9 and 14, is reported.
引用
收藏
页码:1353 / 1360
页数:8
相关论文
共 21 条
[1]   THE INTERACTION OF ALKYLBENZENES WITH EXCESS OF FRIEDEL-CRAFTS ACETYLATING AGENT [J].
BADDELEY, G ;
WRENCH, E .
JOURNAL OF THE CHEMICAL SOCIETY, 1956, (DEC) :4943-4945
[2]   WILLGERODT REACTION [J].
BROWN, EV .
SYNTHESIS-STUTTGART, 1975, (06) :358-375
[3]  
CASTALDI G, 1987, J ORG CHEM, V52, P5642
[4]   TARTARIC ACID, AN EFFICIENT CHIRAL AUXILIARY - NEW ASYMMETRIC-SYNTHESIS OF 2-ALKYL-2-ARYLACETIC ACIDS [J].
CASTALDI, G ;
CAVICCHIOLI, S ;
GIORDANO, C ;
UGGERI, F .
JOURNAL OF ORGANIC CHEMISTRY, 1987, 52 (14) :3018-3027
[5]  
DAMON RE, 1990, TETRAHEDRON LETT, P2849
[6]   ASYMMETRIC DIELS-ALDER CYCLO-ADDITION REACTIONS WITH CHIRAL ALPHA, BETA-UNSATURATED N-ACYLOXAZOLIDINONES [J].
EVANS, DA ;
CHAPMAN, KT ;
BISAHA, J .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1988, 110 (04) :1238-1256
[7]   ENANTIOSELECTIVE ALDOL CONDENSATIONS .2. ERYTHRO-SELECTIVE CHIRAL ALOL CONDENSATIONS VIA BORON ENOLATES [J].
EVANS, DA ;
BARTROLI, J ;
SHIH, TL .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1981, 103 (08) :2127-2129
[8]   ASYMMETRIC ALKYLATION REACTIONS OF CHIRAL IMIDE ENOLATES - A PRACTICAL APPROACH TO THE ENANTIOSELECTIVE SYNTHESIS OF ALPHA-SUBSTITUTED CARBOXYLIC-ACID DERIVATIVES [J].
EVANS, DA ;
ENNIS, MD ;
MATHRE, DJ .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1982, 104 (06) :1737-1739
[9]   THE ASYMMETRIC-SYNTHESIS OF ALPHA-AMINO AND ALPHA-HYDRAZINO ACID-DERIVATIVES VIA THE STEREOSELECTIVE AMINATION OF CHIRAL ENOLATES WITH AZODICARBOXYLATE ESTERS [J].
EVANS, DA ;
BRITTON, TC ;
DOROW, RL ;
DELLARIA, JF .
TETRAHEDRON, 1988, 44 (17) :5525-5540
[10]  
FOYE WO, 1989, PRINCIPLES MED CHEM, P503