SYNTHESES OF CONFERTIFOLIN, WINTERIN AND ISODRIMENIN CONGENERS FROM PODOCARPIC ACID

被引：12

作者：

CAMBIE, RC

GRIMSDALE, AC

RUTLEDGE, PS

WOODGATE, PD

机构：

[1] Department of Chemistry, University of Auckland, Auckland

来源：

AUSTRALIAN JOURNAL OF CHEMISTRY | 1990年 / 43卷 / 03期

关键词：

D O I：

10.1071/CH9900485

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Podocarpic acid (11) has been converted into the congener (5) of confertifolin (4) through the o-quinone (29) formed by oxidations of the catechol monoether (15) and the 13-amine (16) with Fremy’s salt. Oxidation of the methyl ether (12) afforded the p-quinone (44) which was converted into the congener (6) of winterin (7). Podocarpic acid has also been converted into the congener (8) of isodrimenin (9) through the catechol derivative (37). © 1990 ASEG.

引用

收藏

页码：485 / 501

页数：17

相关论文

共 31 条

[11] DITERPENE SYNTHESIS .4. SYNTHESIS OF SOME OCTAHYDROPHENANTHRENES AND A CONTRIBUTION TO THE MECHANISMS OF CYCLIALKYLATIONS [J].

DAVIS, BR ;

JOHNSON, SJ ;

WOODGATE, PD .

AUSTRALIAN JOURNAL OF CHEMISTRY, 1987, 40 (07) :1283-1299

[12] CHEMISTRY OF FUNGI .75. PARTIAL ELABORATION OF ROSANE SYSTEM FROM PODOCARPIC ACID [J].

DEGRAZIA, CG ;

WHALLEY, WB .

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1978, (01) :84-87

[13] SYNTHESIS OF 8-ISOPROPYLPODOCARPANE-6,7-DIOL (6-HYDROXYTOTAROL) AND OF 7,8-DIMETHOXYPODOCARPANE [J].

ELMORE, NF ;

KING, TJ .

JOURNAL OF THE CHEMICAL SOCIETY, 1961, (OCT) :4425-&

[14]

FERNHOLZ H, 1951, BER, V84, P110

[15] OXIDATIONS WITH PEROXYTRIFLUOROACETIC ACID-BORON FLUORIDE [J].

HART, H .

ACCOUNTS OF CHEMICAL RESEARCH, 1971, 4 (10) :337-&

[16] SYNTHETICAL APPROACHES TO PRISTIMERIN CHROMOPHORE [J].

HILL, JA ;

JOHNSON, AW ;

KING, TJ ;

NATORI, S ;

TAM, SW .

JOURNAL OF THE CHEMICAL SOCIETY, 1965, (JAN) :361-&

[17] SYNTHESIS OF PODOCARPANE-6,7-DIOL, A DEGRADATION PRODUCT OF MAYTENONE [J].

HILL, JA ;

JOHNSON, AW ;

KING, TJ .

JOURNAL OF THE CHEMICAL SOCIETY, 1961, (OCT) :4430-&

[18]

ISOBE K, 1988, CHEM PHARM BULL, V36, P1275

[19] *DER OXYDATIVE ABBAU VON ALPHA-KETOCARBONSAUREN DURCH PERPHTALSAURE - MECHANISMUS DER UNTER DER WIRKUNG VON H2O2 ODER PERSAUREN VERLAUFENDEN OXYDATIONSVORGANGE [J].

KARRER, P ;

HAAB, F .

HELVETICA CHIMICA ACTA, 1949, 32 (03) :950-957

[20] OXYDATION VON ORTHO-DICARBONYLVERBINDUNGEN DURCH PERSAUREN [J].

KARRER, P ;

SCHNEIDER, L .

HELVETICA CHIMICA ACTA, 1947, 30 (03) :859-861

← 1 2 3 4 →