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B(C6F5)3/Chiral Phosphoric Acid Promoted Asymmetric C-3 gem-Difluoroalkylation of Quinoxalin-2-ones with Difluoroenoxysilanes.
Jia, Li; Wang, Ting; Chen, Jingchao; Zhao, Hongyan; Yao, Pengjie; Fan, Baomin.
Affiliation
  • Jia L; Yunnan Key Laboratory of Chiral Functional Substance Research and Application, Yunnan Minzu University, Yuehua Street, Kunming 650504, China.
  • Wang T; Yunnan Key Laboratory of Chiral Functional Substance Research and Application, Yunnan Minzu University, Yuehua Street, Kunming 650504, China.
  • Chen J; Yunnan Key Laboratory of Chiral Functional Substance Research and Application, Yunnan Minzu University, Yuehua Street, Kunming 650504, China.
  • Zhao H; Key Laboratory of Chemistry in Ethnic Medicinal Resources, Yunnan Minzu University, Yuehua Street, Kunming 650500, China.
  • Yao P; Yunnan Key Laboratory of Chiral Functional Substance Research and Application, Yunnan Minzu University, Yuehua Street, Kunming 650504, China.
  • Fan B; Yunnan Key Laboratory of Chiral Functional Substance Research and Application, Yunnan Minzu University, Yuehua Street, Kunming 650504, China.
Org Lett ; 26(31): 6551-6555, 2024 Aug 09.
Article in En | MEDLINE | ID: mdl-39078262
ABSTRACT
The asymmetric Mannich-type reaction of quinoxalin-2-ones with difluoroenoxysilanes has been developed for the synthesis of chiral gem-difluoroalkylated quinoxalin-2-ones. The reaction worked in the presence of chiral phosphoric acid CPA 1 and B(C6F5)3 in THF at room temperature. The reaction exhibited a good substrate scope furnishing the products in good yields (up to 97%) with up to 96% ee.

Full text: 1 Collection: 01-internacional Database: MEDLINE Language: En Journal: Org Lett Journal subject: BIOQUIMICA Year: 2024 Document type: Article Affiliation country: China Country of publication: United States

Full text: 1 Collection: 01-internacional Database: MEDLINE Language: En Journal: Org Lett Journal subject: BIOQUIMICA Year: 2024 Document type: Article Affiliation country: China Country of publication: United States