Advances in the catalytic, asymmetric synthesis of β-lactams

被引:180
作者
France, S [1 ]
Weatherwax, A [1 ]
Taggi, AE [1 ]
Lectka, T [1 ]
机构
[1] Johns Hopkins Univ, Dept Chem, Baltimore, MD 21218 USA
关键词
D O I
10.1021/ar030055g
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
In this Account, we illustrate our contribution to the catalytic, asymmetric synthesis of beta-lactams through a flexible [2 + 2] cycloaddition strategy. We also explore the scope of our methodology and comment on future directions.
引用
收藏
页码:592 / 600
页数:9
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共 64 条
  • [1] ADDINGTON RM, 1997, BIOORG MED CHEM LETT, V7, P1689
  • [2] Metal- and ligand-accelerated catalysis of the Baylis-Hillman reaction
    Aggarwal, VK
    Mereu, A
    Tarver, GJ
    McCague, R
    [J]. JOURNAL OF ORGANIC CHEMISTRY, 1998, 63 (21) : 7183 - 7189
  • [3] A NOVEL SYNTHESIS OF BETA-LACTAMS
    ALPER, H
    PERERA, CP
    AHMED, FR
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1981, 103 (05) : 1289 - 1291
  • [4] RATE ENHANCEMENT EFFECTS IN THE DABCO CATALYZED SYNTHESIS OF HYDROXYALKENOATE ESTERS
    AMEER, F
    DREWES, SE
    FREESE, S
    KAYE, PT
    [J]. SYNTHETIC COMMUNICATIONS, 1988, 18 (05) : 495 - 500
  • [5] BANAGLIA M, 2000, EUR J ORG CHEM, P563
  • [6] STUDIES ON LACTAMS .87. STEREOREGULATED SYNTHESIS OF BETA-LACTAMS FROM SCHIFF-BASES DERIVED FROM THREONINE ESTERS
    BOSE, AK
    MANHAS, MS
    VANDERVEEN, JM
    BARI, SS
    WAGLE, DR
    [J]. TETRAHEDRON, 1992, 48 (23) : 4831 - 4844
  • [7] ENANTIOSPECIFIC AND STEREOSPECIFIC RHODIUM(I)-CATALYZED CARBONYLATION AND RING EXPANSION OF AZIRIDINES - ASYMMETRIC-SYNTHESIS OF BETA-LACTAMS AND THE KINETIC RESOLUTION OF AZIRIDINES
    CALET, S
    URSO, F
    ALPER, H
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1989, 111 (03) : 931 - 934
  • [8] SYNTHESIS AND BETA-LACTAMASE INHIBITORY EVALUATION OF NOVEL 6-ALPHA-HALO-2-BETA-CHLOROMETHYL-2-ALPHA-METHYLPENAM-3-ALPHA-CARBOXYLIC ACIDS AND THEIR SULFONES AND 6-ALPHA-HALO-2-BETA-MERCAPTOBENZOTHIAZOLYLMETHYL-2-ALPHA-METHYLPENAM-3-ALPHA-CARBOXYLIC ACIDS
    DANELON, GO
    MATA, EG
    MASCARETTI, OA
    GIRARDINI, J
    MARRO, M
    ROVERI, OA
    [J]. BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 1995, 5 (17) : 2037 - 2040
  • [9] Carbonylation of silylated hydroxymethyl aziridines to β-lactams
    Davoli, P
    Moretti, I
    Prati, F
    Alper, H
    [J]. JOURNAL OF ORGANIC CHEMISTRY, 1999, 64 (02) : 518 - 521
  • [10] Inhibition of human cytomegalovirus protease No with monocyclic β-lactams
    Déziel, R
    Malenfant, E
    [J]. BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 1998, 8 (11) : 1437 - +