One-pot tandem enantioselective hydrogenation- hydroformylation synthesis of cyclic α-amino acids

被引：21
|
作者：
Teoh, E
Campi, EM
Jackson, WR
Robinson, AJ
机构：
[1] Monash Univ, Ctr Green Chem, Clayton, Vic 3800, Australia
[2] Monash Univ, Sch Chem, Clayton, Vic 3800, Australia
来源：
NEW JOURNAL OF CHEMISTRY | 2003年 / 27卷 / 02期
关键词：
D O I：
10.1039/b209087m
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
Five- and six-membered cyclic amino acids can be prepared in good yield with high ee ( > 95%) via tandem rhodium-DuPHOS catalysed asymmetric hydrogenation followed by a rhodium-catalysed hydroformylation cyclisation sequence in a single pot. The synthesis can be achieved using Rh-DuPHOS as the sole catalyst.
引用
下载
收藏
页码：387 / 394
页数：8
相关论文
共 50 条
  • [1] A highly enantioselective synthesis of cyclic α-amino acids involving a one-pot, single catalyst, tandem hydrogenation-hydroformylation sequence
    Teoh, E
    Campi, EM
    Jackson, WR
    Robinson, AJ
    CHEMICAL COMMUNICATIONS, 2002, (09) : 978 - 979
  • [2] A one-pot enantioselective chemo-enzymatic synthesis of amino acids in water
    Simons, C
    Hanefeld, U
    Arends, IWCE
    Maschmeyer, T
    Sheldon, RA
    ADVANCED SYNTHESIS & CATALYSIS, 2006, 348 (4-5) : 471 - 475
  • [3] One-pot synthesis of α-amino phosphinic acids
    Ragulin, VV
    RUSSIAN JOURNAL OF GENERAL CHEMISTRY, 2004, 74 (01) : 142 - 143
  • [4] One-Pot Synthesis of α-Amino Phosphinic Acids
    V. V. Ragulin
    Russian Journal of General Chemistry, 2004, 74 : 142 - 143
  • [5] Tandem and One-Pot Hydroformylation/Michael Reactions of Acrylates
    Quintero-Duque, Samuel
    Fleischer, Ivana
    SYNTHESIS-STUTTGART, 2017, 49 (04): : 925 - 932
  • [6] Enantioselective Tandem Reactions at Elevated Temperatures: One-Pot Hydroformylation/SN1 Alkylation
    Stiller, Julian
    Vorholt, Andreas J.
    Ostrowski, Karoline A.
    Behr, Arno
    Christmann, Mathias
    CHEMISTRY-A EUROPEAN JOURNAL, 2012, 18 (31) : 9496 - 9499
  • [7] One-pot synthesis of β-amino acid derivatives from α-amino acids
    Saavedra, Carlos J.
    Hernandez, Rosendo
    Boto, Alicia
    Alvarez, Eleuterio
    TETRAHEDRON LETTERS, 2006, 47 (49) : 8757 - 8760
  • [8] One-pot synthesis of α-amino phosphonates from α-amino acids and β-amino alcohols
    Boto, A
    Gallardo, JA
    Hernández, R
    Saavedra, CJ
    TETRAHEDRON LETTERS, 2005, 46 (45) : 7807 - 7811
  • [9] A highly selective synthesis of 3-hydroxy-2-methylpropionamide involving a one-pot tandem hydroformylation-hydrogenation sequence
    García, L
    Claver, C
    Diéguez, M
    Masdeu-Bultó, AM
    CHEMICAL COMMUNICATIONS, 2006, (02) : 191 - 193
  • [10] A Michael Addition-Asymmetric Transfer Hydrogenation One-Pot Enantioselective Tandem Process for Syntheses of Chiral γ-Secondary Amino Alcohols
    Wu, Liang
    Jin, Ronghua
    Li, Liang
    Hu, Xiaoying
    Cheng, Tanyu
    Liu, Guohua
    ORGANIC LETTERS, 2017, 19 (12) : 3047 - 3050
12345