Catalytic asymmetric aromatizing inverse electron-demand [4+2] cycloaddition of 1-thioaurones and 1-azaaurones. Issue 4 (15th December 2021)

• Record Type: Journal Article
• Authors: Yuan, Shu-Pei; Dou, Pei-Hao; Jia, Yun-Qing; Zhao, Jian-Qiang; You, Yong; Wang, Zhen-Hua; Zhou, Ming-Qiang; Yuan, Wei-Cheng
• Is Part Of: Chemical communications. Volume 58:Issue 4(2022)
• Page Start: 553
• Page End: 556
• Publication Date: 2021-12-15
• Subjects: Chemistry -- Periodicals; 540
• DOI: 10.1039/d1cc06357j
• Languages: English
• ISSNs: 1359-7345

Abstract

Abstract : An organocatalytic asymmetric aromatizing inverse electron-demand [4+2] cycloaddition of 1-thioaurones/1-azaaurones with γ-deconjugated butenolides and azlactones was developed. Abstract : Using 1-thioaurones and 1-azaaurones as electron-deficient oxa-dienes, an organocatalytic asymmetric aromatizing inverse electron-demand [4+2] cycloaddition with γ-deconjugated butenolides and azlactones was developed. A wide range of optically active benzothiophene-fused δ-lactones and indole-fused δ-lactones were obtained with desirable outcomes (up to 94% yield, >99 : 1 dr and 99% ee).