HIGHLY STEREOCONTROLLED SYNTHESIS OF THE KEY INTERMEDIATE OF 1-BETA-METHYLCARBAPENEM ANTIBIOTIC VIA INTRAMOLECULAR NITRONE 1,3-DIPOLAR CYCLO-ADDITION

被引：38

作者：

IHARA, M

TAKAHASHI, M

FUKUMOTO, K

KAMETANI, T

机构：

[1] TOHOKU UNIV,INST PHARMACEUT,SENDAI,MIYAGI 980,JAPAN

[2] HOSHI UNIV,INST MED CHEM,SHINAGAWA KU,TOKYO 142,JAPAN

来源：

JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS | 1988年 / 01期

关键词：

D O I：

10.1039/c39880000009

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

引用

页码：9 / 10

页数：2

共 14 条

[1]

BATTEN RJ, 1980, SYNTHESIS-STUTTGART, P234

[2] A FACILE, STEREOCONTROLLED ENTRY TO KEY INTERMEDIATES FOR THIENAMYCIN SYNTHESIS FROM ETHYL (S)-3-HYDROXYBUTANOATE [J].

CHIBA, T ;

NAGATSUMA, M ;

NAKAI, T .

CHEMISTRY LETTERS, 1985, (09) :1343-1346

[3] SIMPLE AND HIGHLY DIASTEREOSELECTIVE SYNTHESIS OF A 1-BETA-METHYLCARBAPENEM KEY INTERMEDIATE INVOLVING DIVALENT TIN ENOLATES [J].

DEZIEL, R ;

FAVREAU, D .

TETRAHEDRON LETTERS, 1986, 27 (47) :5687-5690

[4] LEWIS ACID MEDIATED CONDENSATION OF CHIRAL IMIDE ENOLATES - A GENERAL-APPROACH TO THE SYNTHESIS OF CHIRAL CARBAPENEM PRECURSORS [J].

FUENTES, LM ;

SHINKAI, I ;

SALZMANN, TN .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1986, 108 (15) :4675-4676

[5] A STEREOSELECTIVE APPROACH TO 1-BETA-METHYLCARBAPENEM ANTIBIOTIC STARTING FROM (R)-(-)-3-HYDROXYBUTYRIC ACID ESTER [J].

HATANAKA, M .

TETRAHEDRON LETTERS, 1987, 28 (01) :83-86

[6] ENANTIOSELECTIVE SYNTHESIS OF USEFUL CHIRAL PRECURSORS, UNSYMMETRICAL PROPANE-1,3-DIOL DERIVATIVES, FROM MALONIC-ACID [J].

IHARA, M ;

TAKAHASHI, M ;

TANIGUCHI, N ;

FUKUMOTO, K ;

KAMETANI, T .

JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1987, (08) :619-620

[7] SIMPLE, STEREOCONTROLLED SYNTHESIS OF 1-BETA-METHYLCARBAPENEM ANTIBIOTICS FROM 3(R)-HYDROXYBUTYRIC ACID [J].

IIMORI, T ;

SHIBASAKI, M .

TETRAHEDRON LETTERS, 1986, 27 (19) :2149-2152

[8] A NOVEL AND EFFICIENT SYNTHESIS OF THE KEY INTERMEDIATE OF 1-BETA-METHYLCARBAPENEM ANTIBIOTICS FROM (S)-METHYL 3-HYDROXY-2-METHYLPROPIONATE [J].

KAWABATA, T ;

KIMURA, Y ;

ITO, Y ;

TERASHIMA, S ;

SASAKI, A ;

SUNAGAWA, M .

TETRAHEDRON LETTERS, 1986, 27 (51) :6241-6244

[9] TOTAL SYNTHESIS OF 3-OXA-4,5,6-TRINOR-3,7-INTER-META-PHENYLENE PROSTAGLANDINS .2. CONJUGATE ADDITION APPROACH [J].

MORTON, DR ;

THOMPSON, JL .

JOURNAL OF ORGANIC CHEMISTRY, 1978, 43 (11) :2102-2106

[10] HIGHLY DIASTEREOSELECTIVE ALKYLATION ONTO 4-ACETOXY-2-AZETIDINONES EMPLOYING TIN(II) ENOLATES OF C4-CHIRAL 3-ACYL-1,3-THIAZOLIDINE-2-THIONES [J].

NAGAO, Y ;

KUMAGAI, T ;

TAMAI, S ;

ABE, T ;

KURAMOTO, Y ;

TAGA, T ;

AOYAGI, S ;

NAGASE, Y ;

OCHIAI, M ;

INOUE, Y ;

FUJITA, E .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1986, 108 (15) :4673-4675

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