烯丙型醇与取代肼的对映专一性烯丙型烷基化反应

• 作 者: 徐靖坤 谷永红 田仕凯
• 机 构: 中国科学技术大学化学系,
• 出 处: 有机化学
• 发表日期: 2015年03期
• 关键词: 烷基化反应 对映 allyl 区域选择性 立体构型 烷基化 外消旋 烯丙型烷基化 保留率 专一性

发展了首例烯丙型醇与取代肼的对映专一性烯丙型烷基化反应.在钯/外消旋2,2’-双(二苯膦基)-1,1’-联萘(BINAP)/硼酸的催化下,一系列高度对映富集的烯丙型醇与取代肼于室温进行烯丙型烷基化反应,具有高度的区域选择性,立体构型的保留率大于95%,适于合成高对映纯度的烯丙型肼.另外,该反应的唯一副产物是水,对环境友好.

Developed the first enantiospecific allylic alkylation of the first allylic alcohol with substituted hydrazine. In the presence of palladium / racemic 2,2’-bis (diphenylphosphino) -1,1’-bis Naphthalene (BINAP) / boric acid, a series of highly enantiomerically enriched allylic alcohols and substituted hydrazines undergo allylic alkylation at room temperature with a high degree of regioselectivity. The retention of the stereoconfiguration is greater than 95%, suitable for the synthesis of allylic hydrazine with high enantiomeric purity.In addition, the only byproduct of this reaction is water, which is environmentally friendly.