(S)-(3-hydroxy-4,4-dimethyl-2-oxopyrrolidin-1-yl) acetic acid as a solid supported chiral auxiliary in the asymmetric synthesis of β2-homoarylglycines

被引：13
|
作者：
Akkari, R
Calmès, M
Di Malta, D
Escale, FO
Martinez, J
机构：
[1] Univ Montpellier I, Lab Aminoacides Peptides & Prot, CNRS, UMR 5810, F-34095 Montpellier 5, France
[2] Univ Montpellier 2, Lab Aminoacides Peptides & Prot, CNRS, UMR 5810, F-34095 Montpellier 5, France
来源：
TETRAHEDRON-ASYMMETRY | 2003年 / 14卷 / 09期
关键词：
D O I：
10.1016/S0957-4166(03)00178-2
中图分类号：
O61 [无机化学];
学科分类号：
070301 ; 081704 ;
摘要：
Diastereoselective additions of the resin-supported (S)-(3-hydroxy-4,4-dimethyl-2-oxopyrrolidin-1-yl) acetic acid to phthalimidomethyl aryl ketenes allow solid phase preparation of beta(2)-homoarylglycines with reasonable degrees of stereoselectivity. (C) 2003 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码：1223 / 1228
页数：6
相关论文
共 50 条
  • [41] Synthesis of benzyl ((S)-1-((1S,2R,4R)-2-acetamido-4-(tertbutylamino)cyclohexyl)-2-oxopyrrolidin-3-yl)carbamate
    Yang, Michael
    Xiao, Zili
    Zhao, Rulin
    Wang, Bei
    Duncia, John
    Gardner, Daniel
    Santella, Joseph
    Cherney, Robert
    Chen, Bang-Chi
    Cvijic, MaryEllen
    Zhao, Qihong
    Barrish, Joel
    Carter, Percy
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2015, 250
  • [42] Synthesis and Crystal Structure of Mesityl Acetic Acid 3-Mesityl-2-oxo-1-oxaspiro[4,4]non-3-en-4-yl Ester
    周勇
    徐旭辉
    程敬丽
    朱国念
    赵金浩
    结构化学, 2010, 29 (04) : 515 - 518
  • [43] Asymmetric synthesis of D-(E)-2-amino-5-phosphono-3-pentenoic acid (APPA) by using a chiral auxiliary
    Fukuari, M
    Ichimoto, I
    Kirihata, M
    BIOSCIENCE BIOTECHNOLOGY AND BIOCHEMISTRY, 1996, 60 (04) : 680 - 682
  • [44] Synthesis and Crystal Structure of Mesityl Acetic Acid 3-Mesityl-2-oxo-1-oxaspiro[4,4]non-3-en-4-yl Ester
    Zhou Yong
    Xu Xu-Hui
    Cheng Jing-Li
    Zhu Guo-Nian
    Zhao Jin-Hao
    CHINESE JOURNAL OF STRUCTURAL CHEMISTRY, 2010, 29 (04) : 515 - 518
  • [45] [(5-fluoro-2,4-dioxo-1,2,3,4-tetrahydropyrimidin-1-yl)acetamido]acetic acid-4,4′-bipyridine (2/1)
    Xiong, Jing
    Hu, Mao-Lin
    Lan, Yun-Jun
    Zhang, Shu-Fen
    ACTA CRYSTALLOGRAPHICA SECTION E-CRYSTALLOGRAPHIC COMMUNICATIONS, 2006, 62 : O2371 - O2373
  • [46] An efficient enantioselective synthesis of an indane acetic acid derivative:: methyl (2S)-2-[(1S)-5-hydroxy-2,3-dihydro-1H-inden-1-yl]butanoate
    Zhang, MB
    Zhu, L
    Ma, X
    TETRAHEDRON-ASYMMETRY, 2003, 14 (22) : 3447 - 3453
  • [47] Synthesis of N-propionylated (S)-(-)-2-(pyrrolidin-2-yl)propan-2-ol and its use as a chiral auxiliary and selectivity marker in asymmetric aldol reactions
    Hedenström, Erik
    Andersson, Fredrik
    Hjalmarsson, Mats
    Journal of the Chemical Society, Perkin Transactions 1, 2000, (10): : 1513 - 1518
  • [48] Synthesis of N-propionylated (S)-(-)-2-(pyrrolidin-2-yl)propan-2-ol and its use as a chiral auxiliary and selectivity marker in asymmetric aldol reactions
    Hedenström, E
    Andersson, F
    Hjalmarsson, M
    JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 2000, (10): : 1513 - 1518
  • [49] Efficient Synthesis of (2S,3S)-2-Ethyl-3-methylvaleramide Using (1S,2S)-Pseudoephedrine as a Chiral Auxiliary
    Li, Bin-Feng
    Hughes, Robert M.
    Le, Jackie
    McGee, Kevin
    Gallagher, Donald J.
    Gross, Raymond S.
    Provencal, David
    Reddy, Jayachandra P.
    Wang, Peng
    Zegelman, Lev
    Zhao, Yuxin
    Zook, Scott E.
    ORGANIC PROCESS RESEARCH & DEVELOPMENT, 2009, 13 (03) : 463 - 467
  • [50] (S)-2-hydroxy-3-(1H-imidazol-5-yl)-propanoic acid hydrate
    Okabe, N
    Adachi, Y
    ACTA CRYSTALLOGRAPHICA SECTION C-CRYSTAL STRUCTURE COMMUNICATIONS, 1999, 55 : 217 - 218
12345