Vinylic substitution in the reaction of betulin diacetate with tert-butyl hypochlorite

被引:10
|
作者
Bodrikov, I. V. [1 ]
Borisova, N. V. [1 ]
Chiyanov, A. A. [1 ]
Kurskii, Yu. A. [2 ]
Fukin, G. K. [2 ]
机构
[1] Alekseev Nizhni Novgorod State Tech Univ, Nizhnii Novgorod 603950, Russia
[2] Russian Acad Sci, Razuvaev Inst Organometall Chem, Nizhnii Novgorod, Russia
基金
俄罗斯基础研究基金会;
关键词
Betulin; Allyl Chloride; Chloromethyl Group; Allylic Substitution; Allobetulin;
D O I
10.1134/S1070428013010144
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Unlike unsaturated compounds containing alkyl groups at the double bond, low-temperature chlorination of betulin diacetate with tert-butyl hypochlorite involves mainly replacement of hydrogen in the vinylic position to give Z- and E-isomeric chlorides and a small amount of the allylic isomer, the latter resulting from elimination of hydrogen from the (CH3)-H-30 group. DOI: 10.1134/S1070428013010144
引用
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页码:78 / 82
页数:5
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