Cyclic α-amino acids via enantioselective metal-catalyzed cascade reactions of dienamides in supercritical carbon dioxide

被引:8
|
作者
Teoh, E
Jackson, WR
Robinson, AJ [1 ]
机构
[1] Monash Univ, Ctr Green Chem, Melbourne, Vic 3800, Australia
[2] Monash Univ, Sch Chem, Melbourne, Vic 3800, Australia
关键词
D O I
10.1071/CH04219
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Highly enantioselective conversion of dienamides into cyclic alpha- amino acids can be achieved by a single- pot, tandem hydrogenation - hydroformylation - cyclization - elimination sequence using a single catalyst and supercritical carbon dioxide ( scCO(2)) as the reaction solvent at total pressures significantly lower than those previously reported for related hydrogenation and hydroformylation reactions.
引用
收藏
页码:63 / 65
页数:3
相关论文
共 50 条
  • [41] Metal-catalyzed dimethyl carbonate synthesis from carbon dioxide and acetals
    Sakakura, T
    Choi, JC
    Saito, P
    Masuda, T
    Sako, T
    Oriyama, T
    JOURNAL OF ORGANIC CHEMISTRY, 1999, 64 (12): : 4506 - 4508
  • [42] LIPASE-CATALYZED ENANTIOSELECTIVE ESTERIFICATION OF GLYCIDOL IN SUPERCRITICAL CARBON-DIOXIDE
    MARTINS, JF
    DECARVALHO, IB
    DESAMPAIO, TC
    BARREIROS, S
    ENZYME AND MICROBIAL TECHNOLOGY, 1994, 16 (09) : 785 - 790
  • [43] Histidine-catalyzed synthesis of cyclic carbonates in supercritical carbon dioxide
    QI ChaoRong & JIANG HuanFeng* School of Chemistry and Chemical Engineering
    Science China(Chemistry), 2010, 53 (07) : 1566 - 1570
  • [44] Histidine-catalyzed synthesis of cyclic carbonates in supercritical carbon dioxide
    ChaoRong Qi
    HuanFeng Jiang
    Science China Chemistry, 2010, 53 : 1566 - 1570
  • [45] Histidine-catalyzed synthesis of cyclic carbonates in supercritical carbon dioxide
    Qi ChaoRong
    Jiang HuanFeng
    SCIENCE CHINA-CHEMISTRY, 2010, 53 (07) : 1566 - 1570
  • [46] Efficient synthesis of useful heterocycles via transition metal-catalyzed cascade processes
    Tanimori, Shinji
    Inaba, Ushio
    Kato, Yoshihiro
    Ura, Haruna
    Kashiwagi, Hiroaki
    Nishimura, Takeshi
    Kirihata, Mitsunori
    RESEARCH ON CHEMICAL INTERMEDIATES, 2014, 40 (06) : 2157 - 2164
  • [47] Efficient synthesis of useful heterocycles via transition metal-catalyzed cascade processes
    Shinji Tanimori
    Ushio Inaba
    Yoshihiro Kato
    Haruna Ura
    Hiroaki Kashiwagi
    Takeshi Nishimura
    Mitsunori Kirihata
    Research on Chemical Intermediates, 2014, 40 : 2157 - 2164
  • [48] Access to Cyclic β-Amino Acids by Amine-Catalyzed Enantioselective Addition of the γ-Carbon Atoms of α,β-Unsaturated Imines to Enals
    Luo, Guoyong
    Huang, Zhijian
    Zhuo, Shitian
    Mou, Chengli
    Wu, Jian
    Jin, Zhichao
    Chi, Yonggui Robin
    ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2019, 58 (48) : 17189 - 17193
  • [49] ENANTIOSELECTIVE SYNTHESES OF ALPHA-AMINO-ACIDS VIA CARBON-CARBON BOND FORMING RADICAL REACTIONS
    HAMON, DPG
    MASSYWESTROPP, RA
    RAZZINO, P
    JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1991, (10) : 722 - 724
  • [50] Copper-Catalyzed Enantioselective Difluoromethylation of Amino Acids via Difluorocarbene
    Peng, Lingzi
    Wang, Hongyi
    Guo, Chang
    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2021, 143 (17) : 6376 - 6381