ASYMMETRIC-SYNTHESIS OF 3,3-DIPHENYL-2-METHYLALANINE, A NEW UNUSUAL ALPHA-AMINO-ACID FOR PEPTIDES OF BIOLOGICAL INTEREST

被引：31
作者：
CATIVIELA, C
DIAZDEVILLEGAS, MD
GALVEZ, JA
机构：
[1] Instituto de Ciencia de Materiales de Aragón, Departamento de Química Orgánica, Univesidad de Zaragoza-CSIC
来源：
TETRAHEDRON | 1994年 / 50卷 / 32期
关键词：
D O I：
10.1016/S0040-4020(01)85549-6
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
A strategy of highly stereoselective enolate trapping of lithium (1S,1R,4R)-10-dicyclohexylsulfamoylisobornyl-2-cyano-3,3-diphenylpropanoate combined with the appropriate rearrangement process allows the asymmetric synthesis of a novel a-methyl amino acid derived from 3,3-diphenylalanine (Dip).
引用
收藏
页码：9837 / 9846
页数：10
相关论文
共 31 条
  • [1] CONFORMATIONAL STUDIES ON PEPTIDES CONTAINING ENANTIOMERIC ALPHA-METHYL ALPHA-AMINO-ACIDS .1. DIFFERENTIAL CONFORMATIONAL PROPERTIES OF (R)-2-METHYLASPARTIC AND (S)-2-METHYLASPARTIC ACID
    ALTMANN, KH
    ALTMANN, E
    MUTTER, M
    [J]. HELVETICA CHIMICA ACTA, 1992, 75 (04) : 1198 - 1210
  • [2] CYCLIC-DERIVATIVES OF 3,3-DIPHENYLALANINE (DIP) (II), NOVEL ALPHA-AMINO-ACIDS FOR PEPTIDES OF BIOLOGICAL INTEREST
    BEYLIN, VG
    CHEN, HG
    DUNBAR, J
    GOEL, OP
    HARTER, W
    MARLATT, M
    TOPLISS, JG
    [J]. TETRAHEDRON LETTERS, 1993, 34 (06) : 953 - 956
  • [3] CONFORMATIONALLY RESTRICTED AMINO-ACIDS - DIASTEREOSELECTIVE SUBSTITUTION AT THE BETA-POSITION OF L-TRYPTOPHAN
    BRUNCKO, M
    CRICH, D
    [J]. TETRAHEDRON LETTERS, 1992, 33 (42) : 6251 - 6254
  • [4] SYNTHESIS OF (R)-3-ALKYL-3-BENZYL-2-AZETIDINONES IN ENANTIOMERICALLY PURE FORM
    CATIVIELA, C
    DIAZDEVILLEGAS, MD
    GALVEZ, JA
    [J]. TETRAHEDRON-ASYMMETRY, 1993, 4 (02) : 229 - 238
  • [5] NEW APPROACHES TO THE ASYMMETRIC-SYNTHESIS OF ALPHA-METHYLPHENYLALANINE
    CATIVIELA, C
    DIAZDEVILLEGAS, MD
    GALVEZ, JA
    [J]. TETRAHEDRON-ASYMMETRY, 1994, 5 (02) : 261 - 268
  • [6] CATIVIELA C, 1993, TETRAHEDRON-ASYMMETR, V4, P1145
  • [7] CATIVIELA C, 1994, J ORG CHEM, V54, P2497
  • [8] CATIVIELA C, 1993, SYNLETT, P302
  • [9] CHIRAL SYNTHESIS OF D-3,3-DIPHENYLALANINE AND L-3,3-DIPHENYLALANINE (DIP), UNUSUAL ALPHA-AMINO-ACIDS FOR PEPTIDES OF BIOLOGICAL INTEREST
    CHEN, HG
    BEYLIN, VG
    MARLATT, M
    LEJA, B
    GOEL, OP
    [J]. TETRAHEDRON LETTERS, 1992, 33 (23) : 3293 - 3296
  • [10] CONFORMATIONALLY CONSTRAINED AMINO-ACIDS - SYNTHESIS AND OPTICAL RESOLUTION OF 3-SUBSTITUTED PROLINE DERIVATIVES
    CHUNG, JYL
    WASICAK, JT
    ARNOLD, WA
    MAY, CS
    NADZAN, AM
    HOLLADAY, MW
    [J]. JOURNAL OF ORGANIC CHEMISTRY, 1990, 55 (01) : 270 - 275
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