BRIDGED RING-SYSTEMS .20. SYNTHESIS OF 2,5-DIMETHYLCYCLOHEPT-4-ENONE

被引：8

作者：

BROWN, HL ^{[1
]}

BUCHANAN, GL ^{[1
]}

ODONNELL, J ^{[1
]}

机构：

[1] UNIV GLASGOW,DEPT CHEM,GLASGOW G12 8QQ,SCOTLAND

来源：

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1 | 1979年 / 07期

关键词：

D O I：

10.1039/p19790001740

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Diethyl 2,5-dimethylcyclphept-4-ene-1,1-dicarboxylate has been synthesised from ethyl 3-methyl-2-oxocyclo-pentane-1-carboxylate via a bicyclic tosyloxy-ketone intermediate. Only one of the ester functions is hydrolysed by alkali and the resulting half-ester has been converted into the title ketone. A new fragmentation reaction of an axial tosyloxy-ketone is reported.

引用

页码：1740 / 1742

页数：3

共 13 条

[1] ALDER K, 1939, BER, V72, P1983
[2] BRIDGED RING-SYSTEMS .19. CONDENSATION-CYCLIZATION REACTION OF ACRYLALDEHYDE WITH DIETHYL 2,5-DIOXOCYCLOHEXANE-1,4-DICARBOXYLATE
BUCHANAN, GL
KENNEDY, WB
LAWSON, AM
[J]. JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1977, (01): : 32 - 34
[3] BRIDGED RING SYSTEMS .9. A NEW ROUTE TO CYCLOHEPTENE CARBOXYLIC ACIDS
BUCHANAN, GL
MCLAY, GW
[J]. TETRAHEDRON, 1966, 22 (05) : 1521 - &
[4] BRIDGED RING SYSTEMS .4. REACTIONS INVOLVING BRIDGE SCISSION
BUCHANAN, GL
MCKILLOP, A
RAPHAEL, RA
[J]. JOURNAL OF THE CHEMICAL SOCIETY, 1965, (FEB): : 833 - &
[5] BUCHANAN GL, 1969, TOPICS CARBOCYCLIC C, V1, P227
[6] SYNTHETIC STUDIES ON TERPENOIDS .19. SYNTHESIS OF 3BETA,10ALPHA,14BETA-TRIMETHYL-1BETAH,11BETAH-TRICYCLO[9.3.0.03,7]TETRADEC-6-EN-5-ONE, A TRICYCLIC KETONE RELATED TO OPHIOBOLINS
DAS, TK
DUTTA, PC
KARTHA, G
BERNASSAU, JM
[J]. JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1977, (11): : 1287 - 1295
[7] GOLMOV VP, 1953, ZH OBSHCH KHIM+, V23, P1162
[8] LEVINA RY, 1955, ZH OBSHCH KHIM+, V25, P2522
[9] SYNTHESES DACIDES AMINES CYCLIQUES A PARTIR DE DERIVES DE LACIDE ADIPIQUE
NICOLE, L
BERLINGUET, L
[J]. CANADIAN JOURNAL OF CHEMISTRY-REVUE CANADIENNE DE CHIMIE, 1962, 40 (02): : 353 - &
[10] IMPROVED PROCEDURE FOR PREPARATION OF 2-ALKYL-5-CARBETHOXCYCLOPENTANONE
SISIDO, K
UTIMOTO, K
ISIDA, T
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1964, 29 (09) : 2781 - &

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