SYNTHESIS OF THE OXAZOLE-CONTAINING AND DIENE-CONTAINING C9-C23 FRAGMENT OF THE TYPE-A STREPTOGRAMIN ANTIBIOTICS

被引：35

作者：

BERGDAHL, M ^{[1
]}

HETT, R ^{[1
]}

FRIEBE, TL ^{[1
]}

GANGLOFF, AR ^{[1
]}

IQBAL, J ^{[1
]}

WU, YH ^{[1
]}

HELQUIST, P ^{[1
]}

机构：

[1] UNIV NOTRE DAME,DEPT CHEM & BIOCHEM,NOTRE DAME,IN 46556

来源：

TETRAHEDRON LETTERS | 1993年 / 34卷 / 46期

关键词：

D O I：

10.1016/S0040-4039(00)60128-4

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The right-hand portion (3) of the type A streptogramin antibiotics was synthesized in non-racemic form through use of a Horner-Wadsworth-Emmons reaction for diene construction, an asymmetric aldol condensation, and a zinc-promoted oxazole addition reaction.

引用

页码：7371 / 7374

页数：4

共 34 条

[1] METAL-ASSISTED ALDOL CONDENSATION OF CHIRAL ALPHA-HALOGENATED IMIDE ENOLATES - A STEREOCONTROLLED CHIRAL EPOXIDE SYNTHESIS [J].

ABDELMAGID, A ;

PRIDGEN, LN ;

EGGLESTON, DS ;

LANTOS, I .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1986, 108 (15) :4595-4602

[2] TOWARDS THE SYNTHESIS OF PRISTINAMYCIN PIIA - PREPARATION OF THE OPTICALLY PURE C-3/C-7 FRAGMENT [J].

ADJE, N ;

BREUILLES, P ;

UGUEN, D .

TETRAHEDRON LETTERS, 1992, 33 (16) :2151-2154

[3]

AHMED I, 1968, J CHEM SOC C, P185

[4]

BASHA A, 1977, TETRAHEDRON LETT, P4171

[5] SYNTHESIS OF ANALOGS OF 1,3-DIHYDROXYACETONE PHOSPHATE AND GLYCERALDEHYDE-3-PHOSPHATE FOR USE IN STUDIES OF FRUCTOSE-1,6-DIPHOSPHATE ALDOLASE [J].

BISCHOFBERGER, N ;

WALDMANN, H ;

SAITO, T ;

SIMON, ES ;

LEES, W ;

BEDNARSKI, MD ;

WHITESIDES, GM .

JOURNAL OF ORGANIC CHEMISTRY, 1988, 53 (15) :3457-3465

[6] SYNTHESIS OF ALPHA-CARBALKOXY ENETHIOLS - A CLASS OF TAUTOMERIC THIOPYRUVATE DERIVATIVES - APPLICATION TO GRISEOVIRIDIN [J].

BUTERA, J ;

RINI, J ;

HELQUIST, P .

JOURNAL OF ORGANIC CHEMISTRY, 1985, 50 (19) :3676-3678

[7] ANTIBIOTICS OF THE VIRGINIAMYCIN FAMILY, INHIBITORS WHICH CONTAIN SYNERGISTIC COMPONENTS [J].

COCITO, C .

MICROBIOLOGICAL REVIEWS, 1979, 43 (02) :145-198

[8]

DIGIAMBATTISTA M, 1989, J ANTIMICROB CHEMOTH, V24, P485

[9] ASSIGNMENT OF STEREOCHEMISTRY IN THE OLIGOMYCIN/RUTAMYCIN/CYTOVARICIN FAMILY OF ANTIBIOTICS - ASYMMETRIC-SYNTHESIS OF THE RUTAMYCIN SPIROKETAL SYNTHON [J].

EVANS, DA ;

RIEGER, DL ;

JONES, TK ;

KALDOR, SW .

JOURNAL OF ORGANIC CHEMISTRY, 1990, 55 (26) :6260-6268

[10] ASYMMETRIC-SYNTHESIS OF ANTI-BETA-HYDROXY-ALPHA-AMINO ACIDS [J].

EVANS, DA ;

SJOGREN, EB ;

WEBER, AE ;

CONN, RE .

TETRAHEDRON LETTERS, 1987, 28 (01) :39-42

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