ENOL VARIANTS OF THE COPE REARRANGEMENT OF CIS-2,3-DIVINYL EPOXIDES AND THE FURTHER FUNCTIONALIZATION OF THE OXEPIN NUCLEUS

被引：14

作者：

CHOU, WN ^{[1
]}

WHITE, JB ^{[1
]}

机构：

[1] UNIV TEXAS,DEPT CHEM,BOX 19065,ARLINGTON,TX 76019

来源：

TETRAHEDRON LETTERS | 1991年 / 32卷 / 02期

基金：

美国国家卫生研究院;

关键词：

D O I：

10.1016/0040-4039(91)80842-T

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The Cope rearrangement cis-2,3-divinyl epoxides containing a silyl enol ether or enol triflate leads to 4,5-dihydrooxepins that are functionalized to allow for the further elaboration of the oxepin ring.

引用

页码：157 / 160

页数：4

共 18 条

[1] PALLADIUM-CATALYZED CARBONYLATION OF ENOL TRIFLATES - A NOVEL METHOD FOR ONE-CARBON HOMOLOGATION OF KETONES TO ALPHA,BETA-UNSATURATED CARBOXYLIC-ACID DERIVATIVES [J].

CACCHI, S ;

MORERA, E ;

ORTAR, G .

TETRAHEDRON LETTERS, 1985, 26 (08) :1109-1112

[2]

CACCHI S, 1989, ORG SYNTH, V68, P138

[3] SYNTHESIS OF OXEPINS VIA THE COPE REARRANGEMENT OF CIS-2,3-DIVINYL EPOXIDES [J].

CLARK, DL ;

CHOU, WN ;

WHITE, JB .

JOURNAL OF ORGANIC CHEMISTRY, 1990, 55 (13) :3975-3977

[4] RHODIUM CARBENOID MEDIATED CYCLIZATIONS .4. SYNTHETIC APPROACHES TO OXEPANES RELATED TO ZOAPATANOL [J].

DAVIES, MJ ;

HESLIN, JC ;

MOODY, CJ .

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1989, (12) :2473-2484

[5]

DAVIES MJ, 1990, SYNLETT, P93

[6]

DAVIES MJ, 1990, SYNLETT, P95

[7] CHEMISTRY OF CARBANIONS .23. USE OF METAL-COMPLEXES TO CONTROL ALDOL CONDENSATION [J].

HOUSE, HO ;

CRUMRINE, DS ;

TERANISH.AY ;

OLMSTEAD, HD .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1973, 95 (10) :3310-3324

[8] CHEMISTRY OF CARBANIONS .X. SELECTIVE ALKYLATION OF UNSYMMETRICAL KETONES [J].

HOUSE, HO ;

TROST, BM .

JOURNAL OF ORGANIC CHEMISTRY, 1965, 30 (08) :2502-&

[9] INTERMOLECULAR COUPLINGS BETWEEN VINYL TRIFLATES AND ALLYLIC CUPRATES - A MILD AND RAPID ATYPICAL ROUTE TO 1,4-DIENES [J].

LIPSHUTZ, BH ;

ELWORTHY, TR .

JOURNAL OF ORGANIC CHEMISTRY, 1990, 55 (06) :1695-1696

[10] A METHOD FOR THE REGIOSPECIFIC SYNTHESIS OF ENOL TRIFLATES BY ENOLATE TRAPPING [J].

MCMURRY, JE ;

SCOTT, WJ .

TETRAHEDRON LETTERS, 1983, 24 (10) :979-982

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