Rhodium-catalyzed asymmetric 1,4-addition and its related asymmetric reactions

被引:1345
作者
Hayashi, T [1 ]
Yamasaki, K [1 ]
机构
[1] Kyoto Univ, Grad Sch Sci, Dept Chem, Sakyo Ku, Kyoto 6068502, Japan
关键词
D O I
10.1021/cr020022z
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
The rhodium-catalyzed asymmetric 1,4-addition of organoboron reagents is developing quickly. The reaction can be carried out in an aqueous solvent and the enantioselectivity is very high, in most cases over 90% ee, at a reaction temperature of around 100°C. Thus, this reaction provides the best method for enantioselective introduction of aryl and alkenyl groups to β position of these electron deficient olefins.
引用
收藏
页码:2829 / 2844
页数:16
相关论文
共 81 条
  • [41] Merry-go-round multiple alkylation on aromatic rings via rhodium catalysis
    Oguma, K
    Miura, M
    Satoh, T
    Nomura, M
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2000, 122 (42) : 10464 - 10465
  • [42] Rhodium-catalyzed arylation and alkenylation of imines with organostannanes
    Oi, S
    Moro, M
    Fukuhara, H
    Kawanishi, T
    Inoue, Y
    [J]. TETRAHEDRON LETTERS, 1999, 40 (52) : 9259 - 9262
  • [43] Asymmetric 1,4-addition of organosiloxanes to α,β-unsaturated carbonyl compounds catalyzed by a chiral rhodium complex
    Oi, S
    Taira, A
    Honma, Y
    Inoue, Y
    [J]. ORGANIC LETTERS, 2003, 5 (01) : 97 - 99
  • [44] Rhodium-catalyzed conjugate addition of aryl- and alkenyl-stannanes to α,β-unsaturated carbonyl compounds
    Oi, S
    Moro, M
    Ito, H
    Honma, Y
    Miyano, S
    Inoue, Y
    [J]. TETRAHEDRON, 2002, 58 (01) : 91 - 97
  • [45] Conjugate addition of organosiloxanes to α,β-unsaturated carbonyl compounds catalyzed by a cationic rhodium complex
    Oi, S
    Honma, Y
    Inoue, Y
    [J]. ORGANIC LETTERS, 2002, 4 (04) : 667 - 669
  • [46] Rhodium-catalyzed addition of phenylmethyldifluorosilane to aldehydes
    Oi, S
    Moro, M
    Inoue, Y
    [J]. ORGANOMETALLICS, 2001, 20 (06) : 1036 - 1037
  • [47] Rhodium-catalysed arylation of aldehydes with arylstannanes
    Oi, S
    Moro, M
    Inoue, Y
    [J]. CHEMICAL COMMUNICATIONS, 1997, (17) : 1621 - 1622
  • [48] Rhodium-catalyzed conjugate addition of arylstannanes to α,β-unsaturated ketones and esters
    Oi, S
    Moro, M
    Ono, S
    Inoue, Y
    [J]. CHEMISTRY LETTERS, 1998, (01) : 83 - 84
  • [49] OJIMA I, 2000, CATALYTIC ASYMMETRIC, V2
  • [50] PALLADIUM-CATALYZED ASYMMETRIC ARYLATION OF 2,3-DIHYDROFURAN WITH PHENYL TRIFLATE - A NOVEL ASYMMETRIC CATALYSIS INVOLVING A KINETIC RESOLUTION PROCESS
    OZAWA, F
    KUBO, A
    MATSUMOTO, Y
    HAYASHI, T
    NISHIOKA, E
    YANAGI, K
    MORIGUCHI, K
    [J]. ORGANOMETALLICS, 1993, 12 (10) : 4188 - 4196