ACID-INDUCED REARRANGEMENTS OF THE MELAMPOLIDE SCHKUHRIOLIDE - AN ALTERNATIVE APPROACH TO THE OPLOPANE SKELETON

被引：5

作者：

DELGADO, G

GUZMAN, S

机构：

来源：

JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS | 1992年 / 08期

关键词：

D O I：

10.1039/c39920000606

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

The acid catalysed transformation of the melampolide schkuhriolide 1 provided a mixture of epimers and the oplopanolide 5 via sequential rearrangements.

引用

页码：606 / 607

页数：2

共 13 条

[1] ACID-CATALYZED TRANSFORMATIONS OF THE HELIANGOLIDE 15-HYDROXYACETYLLEPTOCARPIN [J].

ALVAREZ, L ;

DELGADO, G .

JOURNAL OF ORGANIC CHEMISTRY, 1988, 53 (23) :5527-5530

[2] NATURALLY-OCCURRING TERPENE DERIVATIVES .437. 4 OPLOPANONE AND BISABOLONE DERIVATIVES FROM RUGELIA-NUDICAULIS [J].

BOHLMANN, F ;

GUPTA, RK ;

JAKUPOVIC, J ;

KING, RM ;

ROBINSON, H .

PHYTOCHEMISTRY, 1982, 21 (07) :1665-1668

[3] NATURALLY OCCURRING TERPENE DERIVATIVES .183. NEW BISABOLENE DERIVATIVES AND OTHER SESQUITERPENE DERIVATIVES FROM SENECIO-COCCINEIFLORUS AND SENECIO-OVIRENSIS [J].

BOHLMANN, F ;

MAHANTA, PK .

PHYTOCHEMISTRY, 1979, 18 (04) :678-680

[4] STRUCTURE OF ELEMANSCHKUHRIOLIDE - MELAMPOLIDES AS POSSIBLE BIOGENETIC PRECURSORS OF C-14-ALPHA,H-5-BETA ELEMANOLIDES [J].

DELGADO, G ;

HERNANDEZ, H ;

DEVIVAR, AR .

JOURNAL OF ORGANIC CHEMISTRY, 1984, 49 (16) :2994-2996

[5]

DELGADO G, 1987, PHYTOCHEMISTRY, V25, P755

[6] ANTITUMOR AGENTS .6. FURTHER STUDIES ON SESQUITERPENE LACTONS TULIPINOLIDE AND EPITULIPINOLIDE FROM LIRIODENDRON-TULIPIFERA L [J].

DOSKOTCH, RW ;

HUFFORD, CD ;

ELFERALY, FS .

JOURNAL OF ORGANIC CHEMISTRY, 1972, 37 (17) :2740-&

[7] BIOGENETIC-TYPE SYNTHESIS OF SANTONIN, CHRYSANOLIDE, DIHYDROCHRYSANOLIDE, TULIRINOL, ARBUSCULIN-C, TANACETIN, AND ARTEMIN [J].

ELFERALY, FS ;

BENIGNI, DA ;

MCPHAIL, AT .

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1983, (02) :355-364

[8]

FISCHER NH, 1979, PROG CHEM ORG NAT PR, V38, P105

[9]

GONZALEZ AG, 1988, TETRAHEDRON, V44, P4584

[10] CARBOCYCLIZATION IN NATURAL-PRODUCTS .3. BROMINATIVE CYCLIZATION OF DEHYDROSAUSSUREA LACTONE AND COSTUNOLIDE [J].

JAIN, TC ;

BANKS, CM .

CANADIAN JOURNAL OF CHEMISTRY-REVUE CANADIENNE DE CHIMIE, 1980, 58 (05) :447-449

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