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通过[2,3]-维蒂希重排对炔丙基醚进行动力学拆分以合成手性α-羟基联烯。

Kinetic Resolution of Propargylic Ethers via [2,3]-Wittig Rearrangement to Synthesize Chiral α-Hydroxyallenes.

作者信息

Xu Xi, Dong Shunxi, Feng LiLi, Wang Sijing, Liu Xiaohua, Feng Xiaoming

机构信息

Key Laboratory of Green Chemistry & Technology, Ministry of Education, College of Chemistry, Sichuan University, Chengdu 610064, China.

出版信息

Org Lett. 2020 Apr 3;22(7):2692-2696. doi: 10.1021/acs.orglett.0c00649. Epub 2020 Mar 13.

Abstract

An efficient kinetic resolution of propargyloxy dicarbonyl compounds via asymmetric [2,3]-Wittig rearrangement was achieved by using a chiral ,-dioxide/Ni complex catalyst. Various chiral α-allenyl alcohols were obtained in high enantioselectivities under mild conditions. The utility of this method was readily demonstrated in the asymmetric synthesis of the chiral 2,5-dihydrofuran derivative.

摘要

通过使用手性二氧/镍络合物催化剂,经由不对称[2,3]-维蒂希重排实现了炔丙氧基二羰基化合物的高效动力学拆分。在温和条件下以高对映选择性获得了各种手性α-联烯醇。该方法的实用性在手性2,5-二氢呋喃衍生物的不对称合成中得到了充分证明。

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