OXIDATION OF FURANS WITH DIMETHYLDIOXIRANE

被引：70

作者：

ADGER, BM

BARRETT, C

BRENNAN, J

MCKERVEY, MA

MURRAY, RW

机构：

[1] QUEENS UNIV BELFAST,SCH CHEM,BELFAST BT9 5AG,ANTRIM,NORTH IRELAND

[2] GREAT LAKES CHEM EUROPE LTD,NEWTON AYCLIFFE DL5 6HA,DURHAM,ENGLAND

[3] UNIV MISSOURI,DEPT CHEM,ST LOUIS,MO 63121

来源：

JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS | 1991年 / 21期

关键词：

D O I：

10.1039/c39910001553

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Dimethyldioxirane reacts rapidly at room temperature in acetone with a variety of furans, furnishing in high yield products of oxidative ring opening and, with 2-furanmethanol, 2H-pyran-3(6H)-one via subsequent ring closure.

引用

页码：1553 / 1554

页数：2

共 10 条

[1] SYNTHESIS OF METHYL 2,3-DIDEOXY-DL-ALK-2-ENOPYRANOSIDES FROM FURAN COMPOUNDS - GENERAL APPROACH TO TOTAL SYNTHESIS OF MONOSACCHARIDES [J].

ACHMATOWICZ, O ;

BUKOWSKI, P ;

SZECHNER, B ;

ZWIERZCHOWSKA, Z ;

ZAMOJSKI, A .

TETRAHEDRON, 1971, 27 (10) :1973-+

[2] DIOXIRANES - A NEW CLASS OF POWERFUL OXIDANTS [J].

ADAM, W ;

CURCI, R ;

EDWARDS, JO .

ACCOUNTS OF CHEMICAL RESEARCH, 1989, 22 (06) :205-211

[3] PREPARATION OF THE 8,9-EPOXIDE OF THE MYCOTOXIN AFLATOXIN-B1 - THE ULTIMATE CARCINOGENIC SPECIES [J].

BAERTSCHI, SW ;

RANEY, KD ;

STONE, MP ;

HARRIS, TM .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1988, 110 (23) :7929-7931

[4] YLIDENEBUTENOLIDE MYCOTOXINS - CONCISE SYNTHESES OF PATULIN AND NEOPATULIN FROM CARBOHYDRATE PRECURSORS [J].

BENNETT, M ;

GILL, GB ;

PATTENDEN, G ;

SHUKER, AJ ;

STAPLETON, A .

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1991, (04) :929-937

[5]

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

[6]

GEORGIADIS MP, 1986, J ORG CHEM, V51, P2725

[7] THE EFFICIENT SYNTHESIS OF 2 PROSTAGLANDIN INTERMEDIATES [J].

HAMANN, PR ;

WISSNER, A .

SYNTHETIC COMMUNICATIONS, 1989, 19 (9-10) :1509-1518

[8]

LEVISALLES J, 1957, B SOC CHIM FR, V24, P997

[9]

MURRAY RW, 1989, CHEM REV, V89, P1184

[10]

SCHEFFOLD R, 1967, HELV CHIM ACTA, V79, P798

← 1 →