A stereoselective synthesis of a 2-functionalized-methyl-1β-methylcarbapenem key intermediate via decarboxylation

被引：8
|
作者：
Choi, WB [1 ]
Lee, J [1 ]
Lynch, JE [1 ]
Volante, RP [1 ]
Reider, PJ [1 ]
Reamer, RA [1 ]
机构：
[1] Merck Res Labs, Rahway, NJ 07065 USA
来源：
CHEMICAL COMMUNICATIONS | 1998年 / 17期
关键词：
D O I：
10.1039/a804125c
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
An efficient synthesis of a key intermediate 2a for the synthesis of 2-functionalized methyl-1 beta-methylcarbapenem antibiotics 1 has been realized via a stereoselective decarboxylation reaction.
引用
收藏
页码：1817 / 1818
页数：2
相关论文
共 50 条
  • [21] Stereoselective synthesis of a key intermediate of (-)-apicularen A
    Yadav, J. S.
    Kumar, N. Niranjan
    Prasad, A. R.
    SYNTHESIS-STUTTGART, 2007, (08): : 1175 - 1178
  • [22] ELECTROPHILIC AMINATION AS A ROUTE TO DEOXYAMINO SUGARS - SYNTHESIS OF THE KEY INTERMEDIATE FOR 1-BETA-METHYLCARBAPENEM
    UDODONG, UE
    FRASERREID, B
    JOURNAL OF ORGANIC CHEMISTRY, 1988, 53 (09): : 2131 - 2132
  • [23] A SIMPLE AND STEREOCONTROLLED SYNTHESIS OF A 1-BETA-METHYLCARBAPENEM KEY INTERMEDIATE BY MEANS OF ORGANOSILICON CHEMISTRY
    UYEO, S
    ITANI, H
    TETRAHEDRON LETTERS, 1991, 32 (19) : 2143 - 2144
  • [24] Stereospecific synthesis of a 1 beta-methylcarbapenem intermediate
    Oda, K
    Nishi, T
    JOURNAL OF ANTIBIOTICS, 1997, 50 (05): : 446 - 448
  • [25] CHIRAL SYNTHESIS OF THE KEY INTERMEDIATE FOR 1-BETA-METHYLCARBAPENEM ANTIBIOTICS STARTING FROM (-)-CARVONE
    HONDA, T
    ISHIZONE, H
    MORI, W
    NAITO, K
    SUZUKI, Y
    JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1991, (12): : 3027 - 3032
  • [26] NITRONE CYCLOADDITION ROUTE TO THE 1 BETA-METHYLCARBAPENEM KEY INTERMEDIATE
    ITO, Y
    KIMURA, Y
    TERASHIMA, S
    BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN, 1987, 60 (09) : 3337 - 3340
  • [27] SYNTHESIS OF THE 1-BETA-METHYLCARBAPENEM KEY INTERMEDIATES
    ITO, Y
    TERASHIMA, S
    JOURNAL OF SYNTHETIC ORGANIC CHEMISTRY JAPAN, 1989, 47 (07) : 606 - 618
  • [28] 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
  • [29] HIGHLY STEREOCONTROLLED SYNTHESIS OF THE KEY INTERMEDIATE OF 1-BETA-METHYLCARBAPENEM ANTIBIOTIC VIA INTRAMOLECULAR NITRONE 1,3-DIPOLAR CYCLO-ADDITION
    IHARA, M
    TAKAHASHI, M
    FUKUMOTO, K
    KAMETANI, T
    JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1988, (01) : 9 - 10
  • [30] SYNTHETIC STUDIES OF CARBAPENEM AND PENEM ANTIBIOTICS .3. A SYNTHESIS OF A KEY INTERMEDIATE FOR 1-BETA-METHYLCARBAPENEM
    SASAKI, A
    MATSUMURA, H
    YANO, T
    TAKATA, S
    SUNAGAWA, M
    CHEMICAL & PHARMACEUTICAL BULLETIN, 1992, 40 (05) : 1098 - 1104
12345