AN ENANTIOSELECTIVE SYNTHESIS OF THE KEY INTERMEDIATE FOR THE PREPARATION OF 1BETA-METHYLCARBAPENEM ANTIBIOTICS

被引:12
|
作者
HONDA, T [1 ]
ISHIZONE, H [1 ]
NAITO, K [1 ]
SUZUKI, Y [1 ]
机构
[1] HORIUCHI ITARO CO LTD,RES & DEV,HIGASHIMURAYAMA,TOKYO 189,JAPAN
关键词
D O I
10.3987/COM-90-5435
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
An enantioselective synthesis of the key intermediate for the preparation of 1β-methylcarbapenem has been achieved by employing the cyclopentane derivative (8), as a chiral source, readily derived from (-)-carvone. © 1990.
引用
收藏
页码:1225 / 1228
页数:4
相关论文
共 50 条
  • [21] A SIMPLE AND HIGHLY DIASTEREOSELECTIVE SYNTHESIS OF A 1-BETA-METHYLCARBAPENEM KEY INTERMEDIATE BY DEALLYLOXYCARBONYLATION USING PALLADIUM COMPLEXES
    MURAYAMA, T
    YOSHIDA, A
    KOBAYASHI, T
    MIURA, T
    TETRAHEDRON LETTERS, 1994, 35 (15) : 2271 - 2274
  • [22] SIMPLE AND HIGHLY DIASTEREOSELECTIVE SYNTHESIS OF A 1-BETA-METHYLCARBAPENEM KEY INTERMEDIATE INVOLVING DIVALENT TIN ENOLATES
    DEZIEL, R
    FAVREAU, D
    TETRAHEDRON LETTERS, 1986, 27 (47) : 5687 - 5690
  • [23] AN EFFICIENT AND STEREOSELECTIVE SYNTHESIS OF THE 1-BETA-METHYLCARBAPENEM KEY PRECURSOR
    HONDA, T
    WANG, TC
    CHU, SD
    CHEMISTRY LETTERS, 1990, (04) : 531 - 534
  • [24] SYNTHETIC STUDIES OF 1-BETA-METHYLCARBAPENEM ANTIBIOTICS
    SHIBATA, T
    SUGIMURA, Y
    JOURNAL OF ANTIBIOTICS, 1989, 42 (03): : 374 - 381
  • [25] A HIGHLY STEREOSELECTIVE SYNTHESIS OF THE 1-BETA-METHYLCARBAPENEM KEY INTERMEDIATE FROM (R)-3-HYDROXYBUTYRIC ACID
    KOBAYASHI, Y
    ITO, Y
    TERASHIMA, S
    TETRAHEDRON, 1992, 48 (01) : 55 - 66
  • [26] THE SYNTHESIS OF A KEY INTERMEDIATE OF TRICYCLIC BETA-LACTAM ANTIBIOTICS
    BISMARA, C
    DIFABIO, R
    DONATI, D
    ROSSI, T
    THOMAS, RJ
    TETRAHEDRON LETTERS, 1995, 36 (24) : 4283 - 4286
  • [27] A new diastereoselective synthesis of a 1β-methylcarbapenem intermediate
    Oh, CY
    Ham, WH
    CHEMICAL COMMUNICATIONS, 1999, (23) : 2365 - 2366
  • [28] Diastereoselective synthesis of a key intermediate for the preparation of tricyclic β-lactam antibiotics
    Matsumoto, T
    Murayama, T
    Mitsuhashi, S
    Miura, T
    TETRAHEDRON LETTERS, 1999, 40 (27) : 5043 - 5046
  • [29] A 3-COMPONENT COUPLING APPROACH TO A CHIRAL 1-BETA-METHYLCARBAPENEM KEY INTERMEDIATE
    TSUKADA, N
    SHIMADA, T
    GYOUNG, YS
    ASAO, N
    YAMAMOTO, Y
    JOURNAL OF ORGANIC CHEMISTRY, 1995, 60 (01): : 143 - 148
  • [30] SYNTHETIC CARBAPENEM ANTIBIOTICS .1. 1-BETA-METHYLCARBAPENEM
    SHIH, DH
    BAKER, F
    CAMA, L
    CHRISTENSEN, BG
    HETEROCYCLES, 1984, 21 : 29 - 40