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Hydrogen-Bonding Catalysis and Inhibition by Simple Solvents in the Stereoselective Kinetic Epoxide-Opening Spirocyclization of Glycal Epoxides to Form Spiroketals

Mechanistic investigations of a MeOH-induced kinetic epoxide-opening spirocyclization of glycal epoxides have revealed dramatic, specific roles for simple solvents in hydrogen-bonding catalysis of this reaction to form spiroketal products stereoselectively with inversion of configuration at the anom...

Ausführliche Beschreibung

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Bibliographische Detailangaben
Hauptverfasser: Wurst, Jacqueline M., Liu, Guodong, Tan, Derek S.
Format: Artigo
Sprache:Inglês
Veröffentlicht: 2011
Schlagworte:
Online Zugang:https://ncbi.nlm.nih.gov/pmc/articles/PMC3113711/
https://ncbi.nlm.nih.gov/pubmed/21539313
https://ncbi.nlm.nih.govhttp://dx.doi.org/10.1021/ja201249c
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