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Catalytic asymmetric aromatizing inverse electron-demand [4+2] cycloaddition of 1-thioaurones and 1-azaaurones.

Shu-Pei YuanPei-Hao DouYun-Qing JiaJian-Qiang ZhaoYong YouZhen-Hua WangMing-Qiang ZhouWei-Cheng Yuan
Published in: Chemical communications (Cambridge, England) (2022)
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).
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