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Catalytic Asymmetric Umpolung Tandem Reactions of Hemiacetals via Dinuclear Zinc Cooperative Catalysis.
Xing, Sheng-Nan; Hua, Yuan-Zhao; Yang, Xiao-Chao; Du, Si-Si; Jia, Shi-Kun; Mei, Guang-Jian; Wang, Min-Can.
Affiliation
  • Xing SN; College of Chemistry and Institute of Green Catalysis, Zhengzhou University, No. 100, Science Road, Zhengzhou City, Henan 450000, P. R. China.
  • Hua YZ; College of Chemistry and Institute of Green Catalysis, Zhengzhou University, No. 100, Science Road, Zhengzhou City, Henan 450000, P. R. China.
  • Yang XC; College of Chemistry and Institute of Green Catalysis, Zhengzhou University, No. 100, Science Road, Zhengzhou City, Henan 450000, P. R. China.
  • Du SS; College of Chemistry and Institute of Green Catalysis, Zhengzhou University, No. 100, Science Road, Zhengzhou City, Henan 450000, P. R. China.
  • Jia SK; College of Chemistry and Institute of Green Catalysis, Zhengzhou University, No. 100, Science Road, Zhengzhou City, Henan 450000, P. R. China.
  • Mei GJ; College of Chemistry and Institute of Green Catalysis, Zhengzhou University, No. 100, Science Road, Zhengzhou City, Henan 450000, P. R. China.
  • Wang MC; College of Chemistry and Institute of Green Catalysis, Zhengzhou University, No. 100, Science Road, Zhengzhou City, Henan 450000, P. R. China.
Org Lett ; 24(22): 3909-3914, 2022 06 10.
Article in En | MEDLINE | ID: mdl-35467355
ABSTRACT
The umpolung activity of hemiacetals serving as α-carbon nucleophiles has been reported via dinuclear zinc cooperative catalysis. This umpolung strategy has been applied to catalytic asymmetric tandem reactions of 1-tosylindoline-2,3-diols with ß,γ-unsaturated-α-keto compounds, providing a broad series of structurally diverse tetrahydrofuran spirooxindoles and dihydrofurans, respectively. In addition, products could be transformed to quinazoline and quinoline derivatives.
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Full text: 1 Collection: 01-internacional Database: MEDLINE Main subject: Zinc / Carbon Language: En Journal: Org Lett Journal subject: BIOQUIMICA Year: 2022 Type: Article
Fulltext
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Full text: 1 Collection: 01-internacional Database: MEDLINE Main subject: Zinc / Carbon Language: En Journal: Org Lett Journal subject: BIOQUIMICA Year: 2022 Type: Article