Asymmetric Construction of α,γ-Disubstituted α,β-Butenolides Directly from Allylic Ynoates Using a Chiral Bifunctional Phosphine Ligand Enables Cooperative Au Catalysis
Submitted by Jun Zhu on Sun, 06/26/2022 - 08:30
Authors:
Ting Li*, Shicheng Dong, Conghui Tang, Meiling Zhu, Nan Wang, Weiguang Kong, Wenchao Gao, Jun Zhu*, and Liming Zhang*
Journal:
Org. Lett.
Year:
2022
Volume:
24
FirstPage-LastPage:
4427–4432
TOC:
Abstract:
A highly efficient construction of chiral γ-substituted α-allyl-α,β-butenolides with up to >99% enantiomeric excess from readily available allylic ynoates is realized. In this asymmetric gold catalysis, the cationic gold(I) catalyst featuring a bifunctional phosphine ligand enables a four-step cascade which permits the conversion of a diverse array of allylic ynoates into valuable chiral α,γ-disubstituted α,β-butenolides.
Doi:
10.1021/acs.orglett.2c01652