Asymmetric construction of dihydrobenzofuran-2, 5-dione derivatives via desymmetrization of p-quinols with azlactones. Issue 1 (4th December 2018)

• Record Type: Journal Article
• Authors: Xie, Lihua; Dong, Shunxi; Zhang, Qian; Feng, Xiaoming; Liu, Xiaohua
• Is Part Of: Chemical communications. Volume 55:Issue 1(2019)
• Page Start: 87
• Page End: 90
• Publication Date: 2018-12-04
• Subjects: Chemistry -- Periodicals; 540
• DOI: 10.1039/c8cc08985j
• Languages: English
• ISSNs: 1359-7345

Abstract

Abstract : 3-Amino-benzofuran-2, 5-diones containing a chiral amino acid residue were achieved throughBG-1 ·HBPh4 catalyzed enantioselective Michael addition/lactonization cascade reaction of p -quinols with azlactones. Abstract : The desymmetrization of p -quinols through a chiral bisguanidinium hemisalt catalyzed enantioselective Michael addition/lactonization cascade reaction with azlactones was reported. 3-Amino-benzofuran-2, 5-diones containing a chiral amino acid residue were achieved with up to 99% ee and >19 : 1 dr. An exploration of the structure of the catalyst bisguanidinium was undertaken, revealing a bifunctional catalytic model.