Sulfoximines: Synthesis and catalytic applications

被引:261
作者
Okamura, H
Bolm, C
机构
[1] Rhein Westfal TH Aachen, Inst Organ Chem, D-52056 Aachen, Germany
[2] Kagoshima Univ, Dept Chem & Biosci, Kagoshima 8900065, Japan
关键词
D O I
10.1246/cl.2004.482
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Chiral sulfoximines have a stereogenic center at the sulfur atom and their use in asymmetric synthesis is well established. Recently, sulfoximines have been recognized as an interesting new class of chiral ligands, which can be applied in various asymmetric metal catalyses. This review summarizes the latest progress in synthetic methods towards sulfoximines and the application of chiral derivatives in catalytic asymmetric reactions.
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收藏
页码:482 / 487
页数:6
相关论文
共 75 条
  • [1] ASYMMETRIC SELECTION VIA ADDITION .2. OPTICALLY-ACTIVE SULFOXIMIDES
    ANNUNZIATA, R
    CINQUINI, M
    [J]. JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1979, (07): : 1684 - 1686
  • [2] Iron(II)-mediated nitrene transfer from t-butyloxycarbonyl azide (BocN3) to sulfoxides, sulfides, and ketene acetals
    Bach, T
    Körber, C
    [J]. TETRAHEDRON LETTERS, 1998, 39 (28) : 5015 - 5016
  • [3] Bach T, 1999, EUR J ORG CHEM, V1999, P1033
  • [4] ACTION OF NITROGEN TRICHLORIDE ON PROTEINS - PROGRESS IN THE ISOLATION OF THE TOXIC FACTOR
    BENTLEY, HR
    MCDERMOTT, EE
    PACE, J
    WHITEHEAD, JK
    MORAN, T
    [J]. NATURE, 1949, 163 (4148) : 675 - 676
  • [5] TOXIC FACTOR FROM AGENIZED PROTEINS - METHIONINE AS THE ESSENTIAL REACTANT
    BENTLEY, HR
    MCDERMOTT, EE
    PACE, J
    WHITEHEAD, JK
    MORAN, T
    [J]. NATURE, 1950, 165 (4187) : 150 - 151
  • [6] ACTION OF NITROGEN TRICHLORIDE ON PROTEINS - A SYNTHESIS OF THE TOXIC FACTOR FROM METHIONINE
    BENTLEY, HR
    MCDERMOTT, EE
    WHITEHEAD, JK
    [J]. NATURE, 1950, 165 (4201) : 735 - 735
  • [7] Palladium-catalyzed intramolecular α-arylation of sulfoximines
    Bolm, C
    Okamura, H
    Verrucci, M
    [J]. JOURNAL OF ORGANOMETALLIC CHEMISTRY, 2003, 687 (02) : 444 - 450
  • [8] The stability of pseudopeptides bearing sulfoximines as chiral backbone modifying element towards proteinase K
    Bolm, C
    Müller, D
    Dalhoff, C
    Hackenberger, CPR
    Weinhold, E
    [J]. BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 2003, 13 (19) : 3207 - 3211
  • [9] C2-symmetric bissulfoximines as ligands in copper-catalyzed enantioselective Diels-Alder reactions
    Bolm, C
    Martin, M
    Simic, O
    Verrucci, M
    [J]. ORGANIC LETTERS, 2003, 5 (04) : 427 - 429
  • [10] Spectroscopic investigations of bis(sulfoximine) copper(II) complexes and their relevance in asymmetric catalysis
    Bolm, C
    Martin, M
    Gescheidt, G
    Palivan, C
    Neshchadin, D
    Bertagnolli, H
    Feth, M
    Schweiger, A
    Mitrikas, G
    Harmer, J
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2003, 125 (20) : 6222 - 6227