PHTHALIMIDESULFENYL CHLORIDE .6. THE 1ST EXAMPLE OF AN ALPHA-OXOTHIONE ACTING AS HETERODIENE - SYNTHESIS OF 2,3-DIHYDRO-1,4-OXATHIINES

被引：27

作者：

CAPOZZI, G ^{[1
]}

NATIVI, C ^{[1
]}

ROSI, A ^{[1
]}

FRANCK, RW ^{[1
]}

MENICHETTI, S ^{[1
]}

机构：

[1] CUNY HUNTER COLL,DEPT CHEM,NEW YORK,NY 10021

来源：

TETRAHEDRON LETTERS | 1993年 / 34卷 / 26期

关键词：

PHTHALIMIDESULFENYL CHLORIDE; ALPHA-OXO-THIONE; VINYL ETHERS; HETERODIENE; CYCLOADDITION; 2,3-DIHYDRO-1,4-OXATHIINES;

D O I：

10.1016/S0040-4039(00)60541-5

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Alpha-alpha'-Dioxothione 3a acts as heterodiene undergoing 4+2 cycloaddition reactions with enol ethers with the regiospecific formation of 2,3-dihydro-1,4-oxathiines 5 in good yields. The reaction is very simple and quite general. Using this reaction the thiosugar derivative 5e has been also prepared.

引用

页码：4253 / 4256

页数：4

共 7 条

[1]

ASINGER F, 1971, LIEBIGS ANN CHEM, V753, P151

[2] ETHYL AND METHYL THIOXOACETATES, DIENOPHILIC THIOALDEHYDES FORMED FROM SULFENYL CHLORIDES BY 1,2-ELIMINATION [J].