烯丙型醇与取代肼的对映专一性烯丙型烷基化反应
收稿日期: 2014-12-29
修回日期: 2015-01-17
网络出版日期: 2015-01-20
基金资助
国家自然科学基金(Nos. 21472178和21232007)、国家重点基础研究发展计划(No. 2014CB931800)和安徽省自然科学基金(No. 1408085MB24)资助项目.
Enantiospecific Allylic Alkylation of Substituted Hydrazines with Allylic Alcohols
Received date: 2014-12-29
Revised date: 2015-01-17
Online published: 2015-01-20
Supported by
Project supported by the National Natural Science Foundation of China (Nos. 21472178 and 21232007), the National Key Basic Research Program of China (No. 2014CB931800), and the Natural Science Foundation of Anhui Province of China (No. 1408085MB24).
徐靖坤 , 谷永红 , 田仕凯 . 烯丙型醇与取代肼的对映专一性烯丙型烷基化反应[J]. 有机化学, 2015 , 35(3) : 618 -624 . DOI: 10.6023/cjoc201412049
Unprecedented enantiospecific allylic alkylation of substituted hydrazines with allylic alcohols has been developed. A range of substituted hydrazines underwent palladium/racemic 2,2'-bis(diphenylphosphino)-1,1'-binaphthyl (BINAP)/boric acid-catalyzed allylic alkylation with highly enantioenriched allylic alcohols at room temperature and the reaction proceeded in a highly regioselective fashion with greater than 95% retention of configuration to afford allylic hydrazines with high enantiopurity. Moreover, only water was generated as an environmentally benign byproduct.
Key words： alcohols; hydrazines; allylic alkylation; palladium; enantiospecificity
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