Rhodium-catalysed addition of organotrialkoxysilanes to α-substituted acrylic esters

被引：22
作者：
Hargrave, Jonathan D.
Herbert, Jennifer
Bish, Gerwyn
Frost, Christopher G.
机构：
[1] Univ Bath, Dept Chem, Bath BA2 7AY, Avon, England
[2] Pfizer Ltd, Sandwich CT13 9NJ, Kent, England
来源：
ORGANIC & BIOMOLECULAR CHEMISTRY | 2006年 / 4卷 / 17期
关键词：
D O I：
10.1039/b606977k
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
The cationic rhodium complex [Rh(cod)(2)][BF4] effectively catalyses the 1,4-addition of organotrialkoxysilanes to alpha-substituted acrylic esters. The reactions are promoted by heating in an oil-bath or more conveniently in a microwave reactor allowing rapid access to a useful range of functionalised products including 2-alkyl succinates and alpha-amino acid derivatives.
引用
收藏
页码：3235 / 3241
页数：7
相关论文
共 69 条
  • [1] Microwave chemistry: Out of the kitchen
    Adam, D
    [J]. NATURE, 2003, 421 (6923) : 571 - 572
  • [2] A rapid catalytic asymmetric synthesis of 1,3,4-trisubstituted pyrrolidines
    Belyk, KM
    Beguin, CD
    Palucki, M
    Grinberg, N
    DaSilva, J
    Askin, D
    Yasuda, N
    [J]. TETRAHEDRON LETTERS, 2004, 45 (16) : 3265 - 3268
  • [3] BUHLMAYER P, 1988, J MED CHEM, V31, P1839
  • [4] MICROWAVE-ASSISTED ORGANIC-REACTIONS
    CADDICK, S
    [J]. TETRAHEDRON, 1995, 51 (38) : 10403 - 10432
  • [5] Synthesis of functionalised phenylalanines using rhodium catalysis in water
    Chapman, CJ
    Frost, CG
    [J]. ADVANCED SYNTHESIS & CATALYSIS, 2003, 345 (03) : 353 - 355
  • [6] Enantioselective rhodium-catalysed addition of boronic acids using C2-symmetric aryl diphosphite ligands
    Chapman, CJ
    Wadsworth, KJ
    Frost, CG
    [J]. JOURNAL OF ORGANOMETALLIC CHEMISTRY, 2003, 680 (1-2) : 206 - 211
  • [7] ELECTROCHEMICAL ARYLATION OF ACTIVATED OLEFINS USING A NICKEL SALT AS CATALYST
    CONDONGUEUGNOT, S
    LEONEL, E
    NEDELEC, JY
    PERICHON, J
    [J]. JOURNAL OF ORGANIC CHEMISTRY, 1995, 60 (23) : 7684 - 7686
  • [8] Palladium-catalyzed conjugate addition of organosiloxanes to α,β-unsaturated carbonyl compounds and nitroalkenes
    Denmark, SE
    Amishiro, N
    [J]. JOURNAL OF ORGANIC CHEMISTRY, 2003, 68 (18) : 6997 - 7003
  • [9] Highly enantioselective conjugate additions of potassium organotrifluoroborates to enones by use of monodentate phosphoramidite ligands
    Duursma, A
    Boiteau, JG
    Lefort, L
    Boogers, JAF
    de Vries, AHM
    de Vries, JG
    Minnaard, AJ
    Feringa, BL
    [J]. JOURNAL OF ORGANIC CHEMISTRY, 2004, 69 (23) : 8045 - 8052
  • [10] Rhodium-catalyzed carbon-carbon bond forming reactions of organometallic compounds
    Fagnou, K
    Lautens, M
    [J]. CHEMICAL REVIEWS, 2003, 103 (01) : 169 - 196
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