Abstract
Hydroquinine-6'-boric acid was first synthesized via a palladium-catalyzed borylation/silica gel promoted hydrolysis sequence of hydroquinine-derived triflate and bis(pinacolato)diboron. The newly designed chiral building block was subjected to the Suzuki-Miyaura cross-coupling reaction, Petasis reaction, and selenylation reaction, respectively, and all these reactions worked well to afford the corresponding 6'-functionalized hydroquinines with satisfactory results, demonstrating its extraordinary application potency.
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