Organocatalytic Remote Stereocontrolled 1,8-Additions of Thiazolones to Propargylic Aza-p-quinone Methides

Organocatalytic Remote Stereocontrolled 1,8-Additions of Thiazolones to Propargylic Aza-p-quinone Methides
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有机催化远程立体控制噻唑啉酮与炔丙基氮杂对醌甲基化物的 1,8-加成

DOI:
10.1021/acs.orglett.9b02726
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发表时间:
2019
期刊:
影响因子:
5.2
通讯作者:
Li Wenjun
Li Wenjun
中科院分区:
化学1区
文献类型:
--
作者:
Zhang Lili;Han Yuzhe;Huang Anqi;Zhang Pei;Li Pengfei;Li Wenjun

文献摘要

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A remote stereocontrolled 1,8-conjugate addition of thiazolones to propargylic aza-p-quinone methides formed from propargylic alcohols has been developed with the aid of a chiral phosphoric acid, and this represents the first report on organocatalytic stereocontrolled 1,8-addition of propargylic aza-p-quinone methides. Notably, the remote stereocontrolled activation protocol enables the construction of vicinal sulfur-containing quaternary carbon stereocenters and axially chiral tetrasubstituted allenes and promotes the chemistry of chiral phosphoric acids.