Asymmetric Construction of α,γ-Disubstituted α,β-Butenolides Directly from Allylic Ynoates Using a Chiral Bifunctional Phosphine Ligand Enables Cooperative Au Catalysis

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.

https://pubs.acs.org/doi/10.1021/acs.orglett.2c01652

Doi: 
10.1021/acs.orglett.2c01652