Pd-Catalyzed Asymmetric Allylic Substitution Cascade of But-2-ene-1,4-diyl Dimethyl Dicarbonate for the Synthesis of Chiral 2,3-Dihydrofurans
Pd-Catalyzed Asymmetric Allylic Substitution Cascade of But-2-ene-1,4-diyl Dimethyl Dicarbonate for the Synthesis of Chiral 2,3-Dihydrofurans
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Pd 催化丁-2-烯-1,4-二甲基二碳酸酯的不对称烯丙基取代级联用于合成手性 2,3-二氢呋喃
DOI：
10.1021/acs.orglett.0c01483
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发表时间：
2020
期刊：
影响因子：
5.2
通讯作者：
Zhang Wanbin
中科院分区：
文献类型：
--
作者：
Liu Hao;Sun Zhenliang;Xu Kai;Zheng Yan;Liu Delong;Zhang Wanbin
本文研究了(E)-和(Z)-2-烯-1，4-二甲基二甲基碳酸酯与α取代氰基酮在钯催化下的不对称烯丙基取代级联反应。提出了一个建议的空间控制过程来解释(E)-和(Z)-烯丙基反应在对映体选择性上的差异。级联反应可以在克尺度上进行，生成的产物允许几次转化。
Herein an efficient Pd-catalyzed asymmetric allylic substitution cascade of both (E)- and (Z)-but-2-ene-1,4-diyl dimethyl dicarbonates with α-substituted cyano ketones is described for the preparation of chiral 2,3-dihydrofurans in up to 97% yield with 98% ee. A suggested steric control process has been proposed to illustrate the differences in enantioselectivity between the reactions of (E)- and (Z)-allyl substrates. The cascade reaction could be conducted on a gram-scale, and the resulting product allows for several transformations.