SYNTHETIC STUDIES TOWARD NATURAL FURANOSESQUITERPENOIDS FROM SANTONIN - SYNTHESIS OF (+)-1,2-DIHYDROTUBIPOFURAN

被引：11

作者：

CARDONA, L ^{[1
]}

GARCIA, B ^{[1
]}

PEDRO, JR ^{[1
]}

RUIZ, D ^{[1
]}

机构：

[1] UNIV VALENCIA,FAC QUIM,DEPT QUIM ORGAN,E-46100 BURJASSOT,SPAIN

来源：

TETRAHEDRON | 1994年 / 50卷 / 18期

关键词：

D O I：

10.1016/S0040-4020(01)80707-9

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Santonin (1) was converted into (+)-1,2-dihydrotubipofuran (13) via a synthetic pathway involving a very easy preparation of 7,11-ene-8,12-olide and 8,12-furan moieties and A-ring elaboration on the eudesmane framework.

引用

页码：5527 / 5534

页数：8

共 32 条

[1] (+)-OCCIDENTALOL - ABSOLUTE STEREOSTRUCTURE AND TOTAL SYNTHESIS [J].

AMANO, Y ;

HEATHCOCK, CH .

CANADIAN JOURNAL OF CHEMISTRY-BACK YEAR, 1972, 50 (03) :340-+

[2] TOTAL SYNTHESES OF (+)-TEMISIN, (+)-MELITENSIN AND RELATED ELEMANOLIDES FROM (-)-ARTEMISIN [J].

ARNO, M ;

GARCIA, B ;

PEDRO, JR ;

SEOANE, E .

TETRAHEDRON, 1984, 40 (24) :5243-5248

[3] SYNTHESIS OF VARIOUS NATURAL 8,12-ELEMANOLIDES FROM ARTEMISIN [J].

BLAY, G ;

FERNANDEZ, I ;

GARCIA, B ;

PEDRO, JR .

TETRAHEDRON, 1989, 45 (18) :5925-5934

[4] SYNTHESIS OF (+)-ISOALANTOLACTONE AND (+)-ISOALLOALANTOLACTONE FROM (-)-SANTONIN [J].

BLAY, G ;

CARDONA, L ;

GARCIA, B ;

PEDRO, JR ;

SERRANO, A .

TETRAHEDRON, 1992, 48 (25) :5265-5272

[5] FUNCTIONALITY TRANSFER FROM C-6 TO C-8 IN SESQUITERPENES - SYNTHESIS OF 8-EPI-IVANGUSTIN AND 8-EPI-ISOIVANGUSTIN FROM SANTONIN [J].

BLAY, G ;

CARDONA, ML ;

GARCIA, B ;

PEDRO, JR .

JOURNAL OF ORGANIC CHEMISTRY, 1991, 56 (21) :6172-6175

[6] A SHORTER ROUTE TO THE SYNTHESIS OF (+)-JUNENOL, ISOJUNENOL, AND THEIR COUMARATE ESTERS FROM (-)-SANTONIN [J].

CARDONA, L ;

GARCIA, B ;

GIMENEZ, JE ;

PEDRO, JR .

TETRAHEDRON, 1992, 48 (05) :851-860

[7] THE CHEMISTRY OF SANTONIN .3. THE STEREOCHEMISTRY OF SOME REDUCTION PRODUCTS OF SANTONIN [J].

COCKER, W ;

MCMURRY, TBH .

JOURNAL OF THE CHEMICAL SOCIETY, 1956, (NOV) :4549-4557

[8] TOTAL SYNTHESIS OF DIHYDROCOSTUNOLIDE [J].

COREY, EJ ;

HORTMANN, AG .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1965, 87 (24) :5736-&

[9] ENANTIOSELECTIVE TOTAL SYNTHESIS OF A PROTOSTEROL, 3-BETA,20-DIHYDROXYPROTOST-24-ENE [J].

COREY, EJ ;

VIRGIL, SC .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1990, 112 (17) :6429-6431

[10] PROTECTION OF HYDROXYL GROUPS AS TERT-BUTYLDIMETHYLSILYL DERIVATIVES [J].

COREY, EJ ;

VENKATESWARLU, A .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1972, 94 (17) :6190-+

← 1 2 3 4 →