Publications by authors named "Feng-Chen Gao"
A General Method to Access Sterically Encumbered Geminal Bis(boronates) via Formal Umpolung Transformation of Terminal Diboron Compounds.
Angew Chem Int Ed Engl
January 2024
Article Synopsis
- Geminal bis(boronates) are important in organic synthesis, but making the internal types has been challenging compared to the easier terminal versions.
- The study introduces a formal umpolung strategy using 1,1-diborylalkanes, which are modified into α-halogenated derivatives that can then react with nucleophiles to form diverse C-C, C-O, C-S, and C-N bonds.
- This method is versatile, showing good tolerance to steric hindrance and functional groups, and it can also be applied to produce other types of geminal bis(boronates), including diaryl and terminal varieties.
Construction of α-Halogenated Boronic Esters via Visible Light-Induced C-H Bromination.
J Org Chem
October 2023
α-Halogenated boronic esters are versatile building blocks that can be diversified into a wide variety of polyfunctionalized molecules. However, their synthetic potential has been hampered by limited preparation methods. Herein, we report a visible light-induced C-H bromination reaction of readily available benzyl boronic esters.
View Article and Find Full Text PDFHerein we reported a transition metal-free deborylative cyclization strategy, based on which two routes have been developed, generating racemic and enantioenriched cyclopropylboronates. The cyclization of geminal-bis(boronates) bearing a leaving group was highly diastereoselective, tolerating a few functional groups and applicable to heterocycles. When optically active epoxides were used as the starting materials, enantioenriched cyclopropylboronates could be efficiently prepared with >99 % stereospecificity.
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