An improved synthesis of enantiopure β-amino acids

被引:35
作者
Cimarelli, C [1 ]
Palmieri, G [1 ]
Volpini, E [1 ]
机构
[1] Univ Camerino, Dipartimento Sci Chim, I-62032 Camerino, Italy
关键词
D O I
10.1081/SCC-100105666
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
An improved method for the preparation of both the enantiopure beta -amino acids is presented. The diastereomer benzyl beta -amino esters, obtained by stereoselective reduction of beta -enamino esters, were separated and hydrogenolyzed to the free enantiopure beta -amino acids.
引用
收藏
页码:2943 / 2953
页数:11
相关论文
共 48 条
  • [11] HETEROCYCLIZATION OF PRIMARY AMINES WITH HIGHLY ACTIVATED CYCLOPROPANES - A NEW ROUTE TO ISORETRONECANOL
    CELERIER, JP
    HADDAD, M
    JACOBY, D
    LHOMMET, G
    [J]. TETRAHEDRON LETTERS, 1987, 28 (52) : 6597 - 6600
  • [12] Stereoselective reduction of enantiopure beta-enamino esters by hydride: A convenient synthesis of both enantiopure beta-amino esters
    Cimarelli, C
    Palmieri, G
    [J]. JOURNAL OF ORGANIC CHEMISTRY, 1996, 61 (16) : 5557 - 5563
  • [13] DIASTEREO AND ENANTIOSELECTIVE ENTRY TO BETA-AMINO ESTERS BY HYDRIDE REDUCTION OF HOMOCHIRAL BETA-ENAMINO ESTERS
    CIMARELLI, C
    PALMIERI, G
    BARTOLI, G
    [J]. TETRAHEDRON-ASYMMETRY, 1994, 5 (08) : 1455 - 1458
  • [14] COLE DC, 1994, TETRAHEDRON, V50, P9517
  • [15] HIGHLY ENANTIOSELECTIVE AND DIASTEREOSELECTIVE SYNTHESIS OF BETA-AMINO ACID-ESTERS AND BETA-LACTAMS FROM ACHIRAL ESTERS AND IMINES
    COREY, EJ
    DECICCO, CP
    NEWBOLD, RC
    [J]. TETRAHEDRON LETTERS, 1991, 32 (39) : 5287 - 5290
  • [16] Application of a new chiral stationary phase containing the glycopeptide antibiotic A-40,926 in the direct chromatographic resolution of β-amino acids
    D'Acquarica, I
    Gasparrini, F
    Misiti, D
    Zappia, G
    Cimarelli, C
    Palmieri, G
    Carotti, A
    Cellamare, S
    Villani, C
    [J]. TETRAHEDRON-ASYMMETRY, 2000, 11 (11) : 2375 - 2385
  • [17] ASYMMETRIC SYNTHESES OF BETA-PHENYLALANINE, ALPHA-METHYL-BETA-PHENYLALANINES AND DERIVATIVES
    DAVIES, SG
    GARRIDO, NM
    ICHIHARA, O
    WALTERS, IAS
    [J]. JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1993, (14) : 1153 - 1155
  • [18] ASYMMETRIC-SYNTHESIS OF ANTI-ALPHA-ALKYL-BETA-AMINO ACIDS
    DAVIES, SG
    WALTERS, IAS
    [J]. JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1994, (09): : 1129 - 1139
  • [19] DAVIES SG, 1993, SYNLETT, P461
  • [20] ASYMMETRIC-SYNTHESIS OF SYN-ALPHA-ALKYL-BETA-AMINO ACIDS
    DAVIES, SG
    ICHIHARA, O
    WALTERS, IAS
    [J]. JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1994, (09): : 1141 - 1147