A 4-hydroxyproline/trimethyl borate system for asymmetric synthesis of triple aldols from double aldol cyclic hemiacetals
2021
Abstract We developed a 4-hydroxyproline-catalyzed asymmetric cross-aldol reaction between aldehydes and cyclic hemiacetals derived from copper-catalyzed asymmetric double aldol reaction reported previously by our group. The addition of trimethyl borate, which acted as a ring-opening reagent for hemiacetals, was critical for producing triple aldol compounds with excellent diastereoselectivity.
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