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亚硝基苯与γ位双取代烯丙基硼酸的烯丙基化反应研究

发表时间:2018-12-14  浏览量:447  下载量:17
全部作者: 杜转转,张敏
作者单位: 重庆大学药学院
摘 要: 烯丙基硼酸参与的烯丙基化反应相比于常用的烯丙基硼酸酯具有相同的高非对映选择性及更高的反应活性。本文对亚硝基苯与γ位双取代烯丙基硼酸的烯丙基化反应进行研究,考察在不同反应条件下亚硝基化合物N和O反应位点的化学选择性。研究发现不同的溶剂对N和O的化学选择性具有较大的影响,并同时以一定的选择性实现了具有N或O取代的手性季碳化合物的制备。
关 键 词: 药物化学;烯丙基硼酸;亚硝酸芳烃;烯丙基胺;化学选择性
Title: Study on allylboration of nitrosobenzene with γ,γ-disubstituted allylboronic acid
Author: DU Zhuanzhuan, ZHANG Min
Organization: School of Pharmaceutical Sciences, Chongqing University
Abstract: Comparing to the commonly used allyl borate, allylboration using allyl boronic acid usually produces comparative diastereoselectivity but exhibits relatively higher reactivity. Herein, we report the allylboration of nitrosobenzene with γ,γ-disubstituted allylboronic acid, and different chemo-selectivity of nitroso compounds N and O reactive sites can be achieved under different reaction conditions. It is found that different solvents have great influence on the chemo-selectivity of N and O. At the same time, the synthesis of compounds bearing a N or O substituted quaternary stereogenic center has been achieved in certain chem-selectivity.
Key words: medicinal chemistry; allylboronic acid; nitrosobenzene; allylamine; chemo-selectivity
发表期数: 2018年12月第23期
引用格式: 杜转转,张敏. 亚硝基苯与γ位双取代烯丙基硼酸的烯丙基化反应研究[J]. 中国科技论文在线精品论文,2018,11(23):2371-2374.
 
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