APPROACHES TOWARDS THE SYNTHESIS OF PAPULACANDIN-D - PREPARATION AND STRUCTURAL ELUCIDATION OF THE ACYL SIDE-CHAIN

被引：17

作者：

BARRETT, AGM ^{[1
]}

PENA, M ^{[1
]}

WILLARDSEN, JA ^{[1
]}

机构：

[1] COLORADO STATE UNIV,DEPT CHEM,FT COLLINS,CO 80523

来源：

JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS | 1995年 / 11期

关键词：

D O I：

10.1039/c39950001145

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Both degradation and total synthesis from L-(+)-isoleucine are used to establish the absolute stereochemistry of the O-3'-acyl side chain of papulacandin D.

引用

页码：1145 / 1146

页数：2

共 11 条

[1]

Barrett A. G. M., 1993, P234

[2] NUCLEAR MAGNETIC-RESONANCE ENANTIOMER REAGENTS - CONFIGURATIONAL CORRELATIONS VIA NUCLEAR MAGNETIC-RESONANCE CHEMICAL-SHIFTS OF DIASTEREOMERIC MANDELATE, O-METHYLMANDELATE, AND ALPHA-METHOXY-ALPHA-TRIFLUOROMETHYLPHENYLACETATE (MTPA) ESTERS [J].

DALE, JA ;

MOSHER, HS .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1973, 95 (02) :512-519

[3] A NEW METHODOLOGY FOR THE SYNTHESIS OF ENONES [J].

FRIEDRICH, LE ;

VERA, ND ;

HAMILTON, M .

SYNTHETIC COMMUNICATIONS, 1980, 10 (08) :637-643

[4] THE 1ST PRACTICAL METHOD FOR ASYMMETRIC EPOXIDATION [J].

KATSUKI, T ;

SHARPLESS, KB .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1980, 102 (18) :5974-5976

[5] KINETIC RESOLUTION OF RACEMIC ALLYLIC ALCOHOLS BY ENANTIOSELECTIVE EPOXIDATION - A ROUTE TO SUBSTANCES OF ABSOLUTE ENANTIOMERIC PURITY [J].

MARTIN, VS ;

WOODARD, SS ;

KATSUKI, T ;

YAMADA, Y ;

IKEDA, M ;

SHARPLESS, KB .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1981, 103 (20) :6237-6240

[6] NICKEL-CATALYZED OR PALLADIUM-CATALYZED CROSS COUPLING .31. PALLADIUM-CATALYZED OR NICKEL-CATALYZED REACTIONS OF ALKENYLMETALS WITH UNSATURATED ORGANIC HALIDES AS A SELECTIVE ROUTE TO ARYLATED ALKENES AND CONJUGATED DIENES - SCOPE, LIMITATIONS, AND MECHANISM [J].

NEGISHI, E ;

TAKAHASHI, T ;

BABA, S ;

VANHORN, DE ;

OKUKADO, N .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1987, 109 (08) :2393-2401

[7]

ROMMELE G, 1983, J ANTIBIOT, V36, P1539

[8] SIMPLE ACCESS TO HIGHLY ENANTIOMERICALLY ENRICHED (S)-3-METHYL-1-PENTANOL, (S)-3-METHYL-1-PENTENE, (2R,3S)-2-DEUTERIO-3-METHYL-1-PENTANOL, AND (2S,3S)-3-METHYL-2-PENTANOL FROM NATURAL L-ISOLEUCINE [J].

SCHURIG, V ;

LEYRER, U ;

WISTUBA, D .

JOURNAL OF ORGANIC CHEMISTRY, 1986, 51 (02) :242-245

[9] PAPULACANDINS, A NEW FAMILY OF ANTIBIOTICS WITH ANTIFUNGAL ACTIVITY .1. FERMENTATION, ISOLATION, CHEMICAL AND BIOLOGICAL CHARACTERIZATION OF PAPULACANDIN-A, PAPULACANDIN-B, PAPULACANDIN-C, PAPULACANDIN-D AND PAPULACANDIN-E [J].

TRAXLER, P ;

GRUNER, J ;

AUDEN, JAL .

JOURNAL OF ANTIBIOTICS, 1977, 30 (04) :289-296

[10] PAPULACANDINS, A NEW FAMILY OF ANTIBIOTICS WITH ANTIFUNGAL ACTIVITY STRUCTURES OF PAPULACANDIN-A, PAPULACANDIN-B, PAPULACANDIN-C AND PAPULACANDIN-D [J].

TRAXLER, P ;

FRITZ, H ;

FUHRER, H ;

RICHTER, WJ .

JOURNAL OF ANTIBIOTICS, 1980, 33 (09) :967-978

← 1 2 →