Highly enantioselective catalytic fluorination and chlorination reactions of carbonyl compounds capable of two-point binding

被引:294
作者
Shibata, N [1 ]
Kohno, J
Takai, K
Ishimaru, T
Nakamura, S
Toru, T
Kanemasa, S
机构
[1] Nagoya Inst Technol, Grad Sch Engn, Dept Appl Chem, Showa Ku, Nagoya, Aichi 4668555, Japan
[2] Kyushu Univ, Inst Mat Chem & Engn, Kasuga 8168580, Japan
[3] Nagoya Inst Technol, Grad Sch Engn, Dept Appl Chem, Showa Ku, Nagoya, Aichi 4668555, Japan
关键词
asymmetric amplification; asymmetric synthesis; enantioselectivity; fluorination; halogenation;
D O I
10.1002/anie.200501041
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
(Chemical Equation Presented) New tools in drug development: The catalytic enantioselective fluorination and chlorination reactions of carbonyl compounds containing an additional binding site (see scheme) proceed with extremely high enantioselectivity and require low catalyst loadings (2-10 mol% dbfox-Ph/ NiII). Asymmetric amplification is also observed in these enantioselective halogenations. © 2005 Wiley-VCH Verlag GmbH & Co. KGaA.
引用
收藏
页码:4204 / 4207
页数:4
相关论文
共 51 条
  • [31] 2-B
  • [32] Mohar B, 2001, ANGEW CHEM, V113, P4339
  • [33] Muñiz K, 2001, ANGEW CHEM INT EDIT, V40, P1653, DOI 10.1002/1521-3773(20010504)40:9<1653::AID-ANIE16530>3.0.CO
  • [34] 2-W
  • [35] MUNIZ K, 2001, ANGEW CHEM, V113, P1701
  • [36] Piana S, 2002, ANGEW CHEM INT EDIT, V41, P979, DOI 10.1002/1521-3773(20020315)41:6<979::AID-ANIE979>3.0.CO
  • [37] 2-E
  • [38] Piana S., 2002, ANGEW CHEM, V114, P1021
  • [39] 20-deoxy-20-fluorocamptothecin: Design and synthesis of camptothecin isostere
    Shibata, N
    Ishimaru, T
    Nakamura, M
    Toru, T
    [J]. SYNLETT, 2004, (14) : 2509 - 2512
  • [40] First enantio-flexible fluorination reaction using metal-bis(oxazoline) complexes
    Shibata, N
    Ishimaru, T
    Nagai, T
    Kohno, J
    Toru, T
    [J]. SYNLETT, 2004, (10) : 1703 - 1706