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Aqueous ZnCl<sub>2</sub> Complex Catalyzed Prins Reaction of Silyl Glyoxylates: Access to Functionalized Tertiary α-Silyl Alcohols

Man‐Yi Han, Hong Pan, Pinhua Li, Lei Wang

2020The Journal of Organic Chemistry16 citationsDOI

Abstract

An efficient Prins reaction of silyl glyoxylates in the presence of an aqueous ZnCl2 complex as a catalyst was developed, providing functionalized tertiary α-silyl alcohols in high yields under mild conditions. A preliminary investigation indicated that the aqueous ZnCl2 complex acted as a dual functional catalyst of Brønsted and Lewis acid to activate the carbonyl groups of silyl glyoxylates via a dual-activation model.

Topics & Concepts

SilylationChemistryCatalysisAqueous solutionLewis acids and basesOrganic chemistryPrins reactionMedicinal chemistrySynthetic Organic Chemistry MethodsAsymmetric Synthesis and CatalysisChemical Synthesis and Reactions
Aqueous ZnCl<sub>2</sub> Complex Catalyzed Prins Reaction of Silyl Glyoxylates: Access to Functionalized Tertiary α-Silyl Alcohols | Litcius