STUDIES TOWARDS STREPTONIGRINOIDS - FORMAL SYNTHESIS OF LAVENDAMYCIN METHYL-ESTER

被引:26
作者
CIUFOLINI, MA
BISHOP, MJ
机构
关键词
D O I
10.1039/c39930001463
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
A modified Knoevenagel-Stobbe pyridine formation and a thermolytic nitrene insertion are the key steps in a practical new synthesis of lavendamycin methyl ester.
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页码:1463 / 1464
页数:2
相关论文
共 10 条
[1]   1H-INDAZOLE AND 2H-INDAZOLE BY THERMAL AND PHOTOLYTIC DECOMPOSITION OF ORTHO-AZIDOBENZOIC ACID AND ORTHO-AZIDOBENZALDEHYDE DERIVATIVES [J].
ARDAKANI, MA ;
SMALLEY, RK ;
SMITH, RH .
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1983, (10) :2501-2506
[2]   TOTAL SYNTHESIS OF LAVENDAMYCIN METHYL-ESTER [J].
BOGER, DL ;
DUFF, SR ;
PANEK, JS ;
YASUDA, M .
JOURNAL OF ORGANIC CHEMISTRY, 1985, 50 (26) :5790-5795
[3]   MODIFIED KNOEVENAGEL-STOBBE PREPARATION OF SUBSTITUTED PYRIDINES - A NEW APPROACH TO STREPTONIGRINOIDS [J].
CIUFOLINI, MA ;
BYRNE, NE .
JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1988, (18) :1230-1231
[4]  
Gould S J, 1982, Fortschr Chem Org Naturst, V41, P77
[5]   MECHANISM OF INHIBITION OF REVERSE-TRANSCRIPTASE BY QUINONE ANTIBIOTICS .2. DEPENDENCE ON PUTATIVE QUINONE POCKET ON THE ENZYME MOLECULE [J].
HAFURI, Y ;
TAKEMORI, E ;
OOGOSE, K ;
INOUYE, Y ;
NAKAMURA, S ;
KITAHARA, Y ;
NAKAHARA, S ;
KUBO, A .
JOURNAL OF ANTIBIOTICS, 1988, 41 (10) :1471-1478
[6]   STUDIES ON SYNTHESES OF HETEROCYCLIC COMPOUNDS .442. SYNTHESES OF STREPTONIGRIN AND RELATED COMPOUNDS .10. SYNTHESIS OF METHYL 3-ACETAMIDO-1,2-DIHYDRO-4-(2,3,4-TRIMETHOXYPHENYL)-5-METHYL-2-OXO-6-PYRIDINECARBOXYLATE [J].
KAMETANI, T ;
TANAKA, S ;
KOZUKA, A .
YAKUGAKU ZASSHI, 1971, 91 (10) :1068-&
[7]  
KENDE AS, 1984, TETRAHEDRON LETT, P903
[8]  
RABJOHN N, 1952, ORGANIC REACTIONS, V5, pCH8
[9]  
REMERS WA, 1988, CHEM ANTITUMOR ANTIB, V2, pCH7
[10]   THERMODYNAMICS OF VINYL ETHERS .3. RELATIVE STABILITIES OF 2-METHOXY-1-BUTENE, (E)-2-METHOXY-2-BUTENE, AND (Z)-2-METHOXY-2-BUTENE, AND RELATED ISOMERIC COMPOUNDS [J].
TASKINEN, E .
JOURNAL OF CHEMICAL THERMODYNAMICS, 1974, 6 (04) :345-353