THE CONVERSION OF ALPHA-BROMO-BETA-DICARBONYLS TO VICINAL TRICARBONYLS USING DIMETHYLDIOXIRANE AND BASE

被引：60

作者：

COATS, SJ ^{[1
]}

WASSERMAN, HH ^{[1
]}

机构：

[1] YALE UNIV,DEPT CHEM,NEW HAVEN,CT 06520

来源：

TETRAHEDRON LETTERS | 1995年 / 36卷 / 42期

基金：

美国国家卫生研究院; 美国国家科学基金会;

关键词：

D O I：

10.1016/0040-4039(95)01576-4

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Vicinal tricarbonyls are prepared from alpha-bromo-beta-dicarbonyl precursors by base promoted oxygen transfer from dimethyldioxirane. The alpha-bromo-beta-dicarbonyls were prepared by the reaction of CuBr2 and [hydroxy(tosyloxy)iodo]benzene (Koser's reagent) with a beta-dicarbonyl system.

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收藏

页码：7735 / 7738

页数：4

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[1] DIOXIRANE EPOXIDATION OF ALPHA,BETA-UNSATURATED KETONES [J].

ADAM, W ;

HADJIARAPOGLOU, L ;

SMERZ, A .

CHEMISCHE BERICHTE, 1991, 124 (01) :227-232

[2]

ADAM W, 1993, ORGANIC PEROXIDES, P195

[3] REAGENTS AND SYNTHETIC METHODS .38. 4-(DIMETHYLAMINO)PYRIDINIUM BROMIDE PERBROMIDE AS A NEW BROMINATING AGENT FOR ORGANIC-COMPOUNDS [J].

ARRIETA, A ;

GANBOA, I ;

PALOMO, C .

SYNTHETIC COMMUNICATIONS, 1984, 14 (10) :939-945

[4] A NOVEL APPLICATION OF THE DESS-MARTIN REAGENT TO THE SYNTHESIS OF AN FK506 ANALOG AND OTHER TRICARBONYL COMPOUNDS [J].

BATCHELOR, MJ ;

GILLESPIE, RJ ;

GOLEC, JMC ;

HEDGECOCK, CJR .

TETRAHEDRON LETTERS, 1993, 34 (01) :167-170

[5]

CURCI R, 1990, ADV OXYGENATED PROCE, V2, pCH1

[6] SYNTHETIC ROUTE TO THE TRICARBONYL REGION OF FK-506 [J].

EGBERTSON, M ;

DANISHEFSKY, SJ .

JOURNAL OF ORGANIC CHEMISTRY, 1989, 54 (01) :11-12

[7] ON THE CHEMISTRY AND HIGH-FIELD NUCLEAR MAGNETIC-RESONANCE SPECTROSCOPY OF RAPAMYCIN [J].

FINDLAY, JA ;

RADICS, L .

CANADIAN JOURNAL OF CHEMISTRY-REVUE CANADIENNE DE CHIMIE, 1980, 58 (06) :579-590

[8] REACTIONS OF SOME ORGANIC COMPOUNDS WITH CUPRIC BROMIDE [J].

FORT, AW .

JOURNAL OF ORGANIC CHEMISTRY, 1961, 26 (03) :765-&

[9] BROMINATION OF 17-OXO STEROIDS WITH CUPRIC BROMIDE [J].

GLAZIER, ER .

JOURNAL OF ORGANIC CHEMISTRY, 1962, 27 (08) :2937-&

[10] A SIMPLE SYNTHESIS OF 2,3-DIKETO AMIDES FROM 3-KETO AMIDES [J].

HOFFMAN, RV ;

HUIZENGA, DJ .

JOURNAL OF ORGANIC CHEMISTRY, 1991, 56 (22) :6435-6439

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