SYNTHESIS OF WINTERIN FROM PODOCARPIC ACID

被引：11

作者：

BENDALL, JG ^{[1
]}

CAMBIE, RC ^{[1
]}

GRIMSDALE, AC ^{[1
]}

RUTLEDGE, PS ^{[1
]}

WOODGATE, PD ^{[1
]}

机构：

[1] UNIV AUCKLAND,DEPT CHEM,AUCKLAND,NEW ZEALAND

来源：

AUSTRALIAN JOURNAL OF CHEMISTRY | 1992年 / 45卷 / 06期

关键词：

D O I：

10.1071/CH9921063

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Ozonolysis of a hydroquinone derived from podocarpic acid (1) gave the biologically active natural product winterin (11). Treatment of the quinone (12) with ozone gave a ring-contracted spiro furanone, the mechanism of formation of which is proposed.

引用

收藏

页码：1063 / 1067

页数：5

相关论文

共 11 条

[1]

AKITA H, 1981, CHEM PHARM BULL, V29, P1580

[2]

AKITA H, 1980, CHEM PHARM BULL, V28, P2166

[3] SYNTHESIS OF A NAGILACTONE ANALOG FROM TOTAROL [J].

BENDALL, JG ;

CAMBIE, RC ;

RUTLEDGE, PS ;

WOODGATE, PD .

AUSTRALIAN JOURNAL OF CHEMISTRY, 1992, 45 (06) :1005-1019

[4] CHEMISTRY OF PODOCARPACEAE .14. PER-ACID OXIDATION OF SOME DITERPENOID PHENOLS AND ETHERS [J].

BURKINSHAW, GF ;

DAVIS, BR .

TETRAHEDRON, 1967, 23 (10) :4147-+

[5] CHEMISTRY OF THE PODOCARPACEAE .60. THE PREPARATION OF HOMOLOGS OF AMBROX AND ISOAMBROX FROM PODOCARPIC ACID [J].

CAMBIE, RC ;

PALMER, BD .

AUSTRALIAN JOURNAL OF CHEMISTRY, 1982, 35 (03) :601-612

[6] SYNTHESES OF CONFERTIFOLIN, WINTERIN AND ISODRIMENIN CONGENERS FROM PODOCARPIC ACID [J].

CAMBIE, RC ;

GRIMSDALE, AC ;

RUTLEDGE, PS ;

WOODGATE, PD .

AUSTRALIAN JOURNAL OF CHEMISTRY, 1990, 43 (03) :485-501

[7] THE OCCURRENCE AND BIOLOGICAL-ACTIVITY OF DRIMANE SESQUITERPENOIDS [J].

JANSEN, BJM ;

DEGROOT, A .

NATURAL PRODUCT REPORTS, 1991, 8 (03) :309-318

[8]

NAKATA T, 1980, CHEM PHARM BULL, V28, P2172

[9]

OLAH GA, 1990, SYNLETT, P54

[10] A NOVEL PARTIAL SYNTHESIS OF (-)-WARBURGANAL [J].

RAZMILIC, I ;

SIERRA, J ;

LOPEZ, J ;

CORTES, M .

CHEMISTRY LETTERS, 1985, (08) :1113-1114