REACTIVITY OF 3,6-DIMETHOXY-3,6-DIMETHYLCYCLOHEXA-1,4-DIENE .3. REGIOSELECTIVE ALPHA-ARYLATION OF KETONES VIA THEIR SILYL ENOL ETHERS

被引：4

作者：

ALONSO, F ^{[1
]}

YUS, M ^{[1
]}

机构：

[1] UNIV ALICANTE,FAC CIENCIAS,DEPT QUIM ORGAN,E-03080 ALACANT,SPAIN

来源：

TETRAHEDRON | 1991年 / 47卷 / 43期

关键词：

D O I：

10.1016/S0040-4020(01)86514-5

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The reaction of 3,6-diemthoxy-3,6-dimethylcyclohexa-1,4-diene (1) with an excess of different silyl enol ethers derived from ketones in the presence of zinc dichloride leads to the corresponding ketones regioselectively arylated at the alpha-position.

引用

页码：9119 / 9124

页数：6

共 15 条

[1] REACTIVITY OF 3,6-DIMETHOXY-3,6-DIMETHYLCYCLOHEXA-1,4-DIENE .2. REGIOSELECTIVE ARYLATION OF ELECTRON-RICH AROMATIC-COMPOUNDS [J].

ALONSO, F ;

YUS, M .

TETRAHEDRON, 1991, 47 (02) :313-316

[2] REACTIVITY OF 3,6-DIMETHOXY-3,6-DIMETHYLCYCLOHEXA-1,4-DIENE - NUCLEAR VERSUS BENZYLIC NUCLEOPHILIC-SUBSTITUTION [J].

ALONSO, F ;

BARBA, I ;

YUS, M .

TETRAHEDRON, 1990, 46 (06) :2069-2080

[3]

ALONSO F, IN PRESS TETRAHEDRON

[4]

ALONSO F, 1989, J ORG CHEM, V54, P4365

[5]

BENGELMANS R, 1982, TETRAHEDRON, V38, P3479

[6] STERIC ASPECTS OF INTRAMOLECULAR CYCLISATION OF 2-ARYLCYCLOHEXYLACETIC ACIDS .3. [J].

BIEN, S ;

MICHAEL, U ;

ZAMIR, LC .

JOURNAL OF THE CHEMICAL SOCIETY C-ORGANIC, 1967, (01) :115-&

[7] A NEW PRACTICAL SYNTHESIS OF SILYL ENOL ETHERS .1. FROM SIMPLE ALDEHYDES AND KETONES [J].

CAZEAU, P ;

DUBOUDIN, F ;

MOULINES, F ;

BABOT, O ;

DUNOGUES, J .

TETRAHEDRON, 1987, 43 (09) :2075-2088

[8] ARYLATIONS OF BETA-DIKETONE DICARBANIONS WITH DIARYLIODONIUM CHLORIDES TO FORM GAMMA-DERIVATIVES [J].

HAMPTON, KG ;

HARRIS, TM ;

HAUSER, CR .

JOURNAL OF ORGANIC CHEMISTRY, 1964, 29 (12) :3511-&

[9]

HOUSE HO, 1969, J ORG CHEM, V34, P2

[10] 1-ALKENYLATION ON ALPHA-POSITION OF KETONE - PALLADIUM-CATALYZED REACTION OF TIN ENOLATES AND 1-BROMO-1-ALKENES [J].

KOSUGI, M ;

HAGIWARA, I ;

MIGITA, T .

CHEMISTRY LETTERS, 1983, (06) :839-840

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