A stereoselective approach to the synthesis of γ-silylated amino acids.

被引:14
|
作者
Reginato, G [1 ]
Mordini, A [1 ]
Valacchi, M [1 ]
机构
[1] CNR, Ctr Studio Chim & Struttura Composti Eterocicl &, I-50121 Florence, Italy
关键词
addition reaction; amino acids and derivatives; copper and compounds; regiocontrol; stereocontrol; silicon and compounds;
D O I
10.1016/S0040-4039(98)02120-0
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The synthesis of enantiomerically enriched silicon containing amino acids is described. Silylcupration of 2,2-dimethyl-3-(tert-butoxycarbonyl)-4-ethynyloxazolidine, easily derived from serine aldehyde, afforded regio- and stereoselectively gamma-silylated ethenyloxazolidines of (E)-geometry as useful precursors of saturated and unsaturated gamma-silylated amino acids. (C) 1998 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码:9545 / 9548
页数:4
相关论文
共 50 条
  • [41] The metabolism of amino acids.
    Luck, JM
    JOURNAL OF BIOLOGICAL CHEMISTRY, 1928, 77 (01) : 13 - 26
  • [42] Compound amino acids.
    Miyamoto, S
    Schmidt, CLA
    JOURNAL OF BIOLOGICAL CHEMISTRY, 1930, 87 (02) : 327 - 337
  • [43] The bonding of amino acids.
    Mohr, E
    Kohler, F
    BERICHTE DER DEUTSCHEN CHEMISCHEN GESELLSCHAFT, 1906, 39 : 1057 - 1058
  • [44] Amino valerian acids.
    Slimmer, MD
    BERICHTE DER DEUTSCHEN CHEMISCHEN GESELLSCHAFT, 1902, 35 : 400 - 410
  • [45] Aspartic acid as a chiral auxiliary for the synthesis of amino acids.
    Ager, DJ
    Klix, RC
    Laneman, SA
    Leeming, P
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2000, 219 : U95 - U95
  • [46] The chain of amino acids.
    Meyer, H
    BERICHTE DER DEUTSCHEN CHEMISCHEN GESELLSCHAFT, 1906, 39 : 1451 - 1452
  • [47] Synthesis and conformational behavior of benzocyclic α,α-dialkyl α-amino acids.
    Warmuth, R
    Stalker, RA
    Munsch, TE
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2000, 219 : U113 - U114
  • [48] Enzymatic synthesis of alpha-deuterated amino acids.
    Milne, JJ
    Malthouse, JPG
    BIOCHEMICAL SOCIETY TRANSACTIONS, 1996, 24 (01) : S133 - S133
  • [49] Pyrolysis of amino acids.
    Sharma, R
    Chan, G
    Seeman, J
    Hajaligol, M
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2002, 223 : U586 - U586
  • [50] The esters of amino acids.
    Fischer, E
    BERICHTE DER DEUTSCHEN CHEMISCHEN GESELLSCHAFT, 1901, 34 : 433 - 454