COUPLING OF GRIGNARD-REAGENTS WITH ARSCL ADDUCTS OF VINYL ETHERS AS A USEFUL OPTION FOR FORMATION OF CARBON-CARBON BONDS

被引:0
作者
SMOLIAKOVA, IP
CAPLE, R
BRENNY, JW
机构
[1] RUSSIAN ACAD SCI,ZELINSKY INST ORGAN CHEM,MOSCOW 117913,RUSSIA
[2] MOLDAVIAN ACAD SCI,INST CHEM,KISHINEV 277028,MOLDOVA
关键词
GRIGNARD REAGENT; VINYL ETHER; BETA-ARYLTHIOALKYL CHLORIDE; 2-DEOXY-BETA-C-GLUCOPYRANOSIDE; C-C BOND FORMATION;
D O I
暂无
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Adducts formed upon Ad(E) reaction of ArSCl with vinyl ethers were shown to be capable of reacting with Grignard reagents to give the corresponding beta-arylthioalkylated products. In some cases it is preferable to run the reaction in the presence Li2CuCl4. A tandem sequence of (i) ArSCl addition to tri-O-benzyl-D-glucal followed by (ii) the coupling of the resulting adduct with a set of various Grignard reagents was elaborated as a fairly general and stereoselective pathway for the preparation of 2-arylthio-2-deoxy-beta-C-glucosides.
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页码:275 / 276
页数:2
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