New oxazoline-containing phosphoramidite ligand for palladium-catalyzed asymmetric allylic sulfonylation

被引:16
|
作者
Gavrilov, KN
Bondarev, OG
Tsarev, VN
Shiryaev, AA
Lyubimov, SE
Kucherenko, AS
Davankov, VA
机构
[1] Russian Acad Sci, AN Nesmeyanov Organoelement Cpds Inst, Moscow 119991, Russia
[2] SA Esenin Ryazan State Pedag Univ, Ryazan 390000, Russia
关键词
P; N-ligands; chiral phosphoramidites; palladium; rhodium; asymmetric allylic sulfonylation;
D O I
10.1023/A:1022448432030
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
New chiral oxazoline-containing phosphoramidite was synthesized and its complex formation with rhodium(I) and palladium(II) was examined. The new ligand is a highly efficient chiral inductor (ee up to 92%) in palladium-catalyzed asymmetric sulfonylation of 1,3-diphenylallyl acetate with sodium p-toluenesulfinate.
引用
收藏
页码:122 / 125
页数:4
相关论文
共 50 条
  • [1] New oxazoline-containing phosphoramidite ligand for palladium-catalyzed asymmetric allylic sulfonylation
    K. N. Gavrilov
    O. G. Bondarev
    V. N. Tsarev
    A. A. Shiryaev
    S. E. Lyubimov
    A. S. Kucherenko
    V. A. Davankov
    Russian Chemical Bulletin, 2003, 52 : 122 - 125
  • [2] PALLADIUM-CATALYZED ASYMMETRIC ALLYLIC SULFONYLATION
    EICHELMANN, H
    GAIS, HJ
    TETRAHEDRON-ASYMMETRY, 1995, 6 (03) : 643 - 646
  • [4] ASYMMETRIC PALLADIUM-CATALYZED ALLYLIC SUBSTITUTION USING PHOSPHORUS-CONTAINING OXAZOLINE LIGANDS
    DAWSON, GJ
    FROST, CG
    WILLIAMS, JMJ
    TETRAHEDRON LETTERS, 1993, 34 (19) : 3149 - 3150
  • [5] New chiral phosphinoimidazolidine ligand in palladium-catalyzed asymmetric allylic substitution
    Jin, MJ
    Kim, SH
    Lee, SJ
    Kim, YM
    TETRAHEDRON LETTERS, 2002, 43 (41) : 7409 - 7411
  • [6] Chiral Phosphaalkene-Oxazoline Ligands for the Palladium-Catalyzed Asymmetric Allylic Alkylation
    Dugal-Tessier, Julien
    Dake, Gregory R.
    Gates, Derek P.
    ORGANIC LETTERS, 2010, 12 (20) : 4667 - 4669
  • [7] Synthesis of new sulfur-containing oxazoline ligands and their use in palladium-catalyzed allylic substitution
    Voituriez, A
    Schulz, E
    TETRAHEDRON-ASYMMETRY, 2003, 14 (03) : 339 - 346
  • [8] ENANTIOSELECTIVE PALLADIUM-CATALYZED ALLYLIC SUBSTITUTION WITH SULFUR-CONTAINING OXAZOLINE LIGANDS
    FROST, CG
    WILLIAMS, JMJ
    TETRAHEDRON-ASYMMETRY, 1993, 4 (08) : 1785 - 1788
  • [9] Application of sSPhos as a Chiral Ligand for Palladium-Catalyzed Asymmetric Allylic Alkylation
    Docherty, Philip J.
    Kadarauch, Max
    Mistry, Nisha
    Phipps, Robert J.
    ORGANIC LETTERS, 2023, 26 (14) : 2862 - 2866
  • [10] ASYMMETRIC INDUCTION IN THE PALLADIUM-CATALYZED SULFONYLATION OF ALLYLIC SULFINATES AND ACETATES WITH CHIRAL PHOSPHINE-LIGANDS
    HIROI, K
    MAKINO, K
    CHEMISTRY LETTERS, 1986, (04) : 617 - 620