ALPHA-AMINO ESTER DERIVATIVES AS NUCLEOPHILES IN STEREOSELECTIVE PALLADIUM-CATALYZED ALLYLIC SUBSTITUTION-REACTIONS

被引:44
作者
BALDWIN, IC
WILLIAMS, JMJ
BECKETT, RP
机构
[1] LOUGHBOROUGH UNIV TECHNOL,DEPT CHEM,LOUGHBOROUGH LE11 3TU,LEICS,ENGLAND
[2] BRIT BIOTECH PHARMACEUT LTD,OXFORD OX4 5LY,ENGLAND
基金
英国工程与自然科学研究理事会;
关键词
D O I
10.1016/0957-4166(95)00186-S
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
The stereoselective palladium catalysed reaction between allyl acetates and imino esters is reported. For suitable substrates, diastereoselectivities are good (up to 84:16), and in the presence of enantiomerically pure pbosphorus-containing oxazoline ligands, the enantioselectivities (up to 97% ee) are very high.
引用
收藏
页码:1515 / 1518
页数:4
相关论文
共 18 条
  • [1] PALLADIUM-CATALYZED ASYMMETRIC ALLYLIC SUBSTITUTION - A LIGAND DESIGN INCORPORATING STERIC AND ELECTRONIC EFFECTS
    ALLEN, JV
    COOTE, SJ
    DAWSON, GJ
    FROST, CG
    MARTIN, CJ
    WILLIAMS, JMJ
    [J]. JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1994, (15): : 2065 - 2072
  • [2] BALDWIN IC, 1995, TETRAHEDRON-ASYMMETR, V6, P461
  • [3] BALDWIN IT, UNPUB
  • [4] SULFIDES TETHERED TO OXAZOLINES - LIGANDS FOR ENANTIOSELECTIVE CATALYSIS
    DAWSON, GJ
    FROST, CG
    MARTIN, CJ
    WILLIAMS, JMJ
    [J]. TETRAHEDRON LETTERS, 1993, 34 (48) : 7793 - 7796
  • [5] ASYMMETRIC PALLADIUM-CATALYZED ALLYLIC SUBSTITUTION USING PHOSPHORUS-CONTAINING OXAZOLINE LIGANDS
    DAWSON, GJ
    FROST, CG
    WILLIAMS, JMJ
    [J]. TETRAHEDRON LETTERS, 1993, 34 (19) : 3149 - 3150
  • [6] RECENT DEVELOPMENTS IN THE STEREOSELECTIVE SYNTHESIS OF ALPHA-AMINO-ACIDS
    DUTHALER, RO
    [J]. TETRAHEDRON, 1994, 50 (06) : 1539 - 1650
  • [7] FERROUD D, 1989, TETRAHEDRON LETT, V27, P23
  • [8] ENANTIOSELECTIVE PALLADIUM CATALYZED ALLYLIC SUBSTITUTION WITH THIENYL OXAZOLINE LIGANDS
    FROST, CG
    WILLIAMS, JMJ
    [J]. TETRAHEDRON LETTERS, 1993, 34 (12) : 2015 - 2018
  • [9] SELECTIVITY IN PALLADIUM CATALYZED ALLYLIC SUBSTITUTION
    FROST, CG
    HOWARTH, J
    WILLIAMS, JMJ
    [J]. TETRAHEDRON-ASYMMETRY, 1992, 3 (09) : 1089 - 1122
  • [10] ENANTIOSELECTIVE PALLADIUM-CATALYZED ALLYLIC SUBSTITUTION WITH SULFUR-CONTAINING OXAZOLINE LIGANDS
    FROST, CG
    WILLIAMS, JMJ
    [J]. TETRAHEDRON-ASYMMETRY, 1993, 4 (08) : 1785 - 1788