ACID-CATALYZED REACTIONS OF 7,8-EPOXYISOPIMAR-15-ENES

被引：16

作者：

BLUNT, JW ^{[1
]}

BOYD, GS ^{[1
]}

HARTSHORN, MP ^{[1
]}

MUNRO, MHG ^{[1
]}

机构：

[1] UNIV CANTERBURY, DEPT CHEM, CHRISTCHURCH, NEW ZEALAND

来源：

AUSTRALIAN JOURNAL OF CHEMISTRY | 1976年 / 29卷 / 05期

关键词：

D O I：

10.1071/CH9760987

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

The acid-catalyzed reactions of 7.alpha.,8.alpha.-epoxyisopimar-15-ene and 7.beta.,8.beta.-epoxyisopimar-15-ene are described. No tetracyclic products were identified among the products from these reactions, and the requirements for such cyclization reactions are discussed. [These reactions are discussed in terms of the biosynthetic pathway to the tetracyclic diterpenoids.].

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页码：987 / 993

页数：7

相关论文

共 26 条

[1] SOLVOLYTIC BEHAVIOUR OF EXO- AND ENDO-BICYCLO[3,2,1]OCTANE-6-TOLUENE-P-SULPHONATES [J].

APPLETON, RA ;

FAIRLIE, JC ;

MCCRINDLE, R ;

PARKER, W .

JOURNAL OF THE CHEMICAL SOCIETY C-ORGANIC, 1968, (14) :1716-+

[2]

APPLETON RA, 1970, J CHEM SOC C, V1970, P1148

[3]

APPLETON RA, 1966, J CHEM SOC C, V1966, P2319

[4] NUCLEOPHILIC REACTIVITY OF CARBON-CARBON DOUBLE BOND .I. SOLVOLYTIC RING CLOSURE OF 2-(DELTA3-CYCLOPENTENYL)ETHYL AND 1-(DELTA3-CYCLOPENTENYL)-2-PROPYL ARENESULFONATES [J].

BARTLETT, PD ;

BANK, S ;

CRAWFORD, RJ ;

SCHMID, GH .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1965, 87 (06) :1288-&

[5] NUCLEOPHILIC REACTIVITY OF CARBON-CARBON DOUBLE BOND .3. A COMPARISON OF SOLVOLYTIC BEHAVIOR OF 5-HEXENYL AND CYCLOPENTYLCARBINYL P-NITROBENZENESULFONATES [J].

BARTLETT, PD ;

CLOSSON, WD ;

COGDELL, TJ .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1965, 87 (06) :1308-&

[6] NUCLEOPHILIC REACTIVITY OF CARBON-CARBON DOUBLE BOND .2. SOLVOLYTIC RING CLOSURE OF 2-(3-METHYL- AND 3,4-DIMETHYL-DELTA3-CYCLOPENTENYL)ETHYL P-NITROBENZENESULFONATES [J].

BARTLETT, PD ;

SARGENT, GD .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1965, 87 (06) :1297-+

[7] REACTIONS OF 5-HYDROXY STEROIDS .13. ACID-CATALYZED REACTIONS OF CHOLESTANE-4,5-DIOL 4-ACETATES AND CHOLESTANE-4,5-DIOL DIACETATES [J].

BATHURST, ET ;

COXON, JM ;

HARTSHOR.MP .

AUSTRALIAN JOURNAL OF CHEMISTRY, 1974, 27 (07) :1505-1513

[8] STUDIES IN RELATION TO BIOSYNTHESIS .21. ROSENONOLACTONE AND GIBBERELLIC ACID [J].

BIRCH, AJ ;

RICHARDS, RW ;

SMITH, H .

TETRAHEDRON, 1959, 7 (3-4) :241-251

[9] REARRANGEMENTS OF ETHYLENE OXIDE DERIVATIVES .5. BORON TRIFLUORIDE CATALYSED REARRANGEMENT OF SOME 1,1-DISUBSTITUTED ETHYLENE OXIDES [J].

BLACKETT, BN ;

COXON, JM ;

HARTSHOR.MP ;

RICHARDS, KE .

AUSTRALIAN JOURNAL OF CHEMISTRY, 1970, 23 (10) :2077-&

[10] REACTIONS OF EPOXIDES .20. PREPARATION AND SOME REACTIONS OF EPOXIDES OF 3- 6- AND 7-METHYLENECHOLESTANE DERIVATIVES [J].

BLACKETT, BN ;

COXON, JM ;

HARTSHOR.MP ;

JACKSON, BLJ ;

MUIR, CN .

TETRAHEDRON, 1969, 25 (07) :1479-&