B(C6F5)3-catalyzed stepwise 1,5-hydride migration/cyclization: diastereoselective construction of carbocyclic β-amino acid derivatives

文献情報

出版日 2023-12-11

DOI 10.1039/D3QO01637D

インパクトファクター 5.281

著者

Zhiting Wang, Hongchi Liu, Tianxiao Jiang

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要旨

Concerted 1,5-hydride migration/cyclization reactions represent an efficient approach for the construction of six-membered cyclic scaffolds. However, their applications are severely restricted by the requirement of strongly electron-withdrawing functional groups, expanding conjugation and branched substituents. Herein, a stepwise 1,5-hydride migration/cyclization reaction enabled by B(C6F5)3 is established, where the above limitations could be overcome. The substrate scope is considerably expanded, and a series of amine-tethered simple aliphatic α,β-unsaturated acid derivatives are well compatible, delivering the corresponding six-membered carbocyclic β-amino acid derivatives with complete diastereoselectivity.

掲載誌

Organic Chemistry Frontiers

CiteScore: 7.8

自己引用率: 8.7%

年間論文数: 724

Organic Chemistry Frontiers publishes high-quality research from across organic chemistry. Emphases are placed on studies that make significant contributions to the field of organic chemistry by reporting either new or significantly improved protocols or methodologies. Topics include, but are not limited to the following: Organic synthesis Development of synthetic methodologies Catalysis Natural products Functional organic materials Supramolecular and macromolecular chemistry Physical and computational organic chemistry

B(C6F5)3-catalyzed stepwise 1,5-hydride migration/cyclization: diastereoselective construction of carbocyclic β-amino acid derivatives

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