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Zhang, Lili; Han, Yuzhe; Huang, Anqi; Zhang, Pei; Li, Pengfei; Li, Wenjun
Organic letters, 09/2019, Volume: 21, Issue: 18Journal Article
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.
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