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The preparation of optically pure organosilicon compounds bearing a stereogenic center at the silicon atom is an attractive but challenging enterprise. Herein we disclose an isothiourea (ITU)-catalyzed monoacylation reaction of… Click to show full abstract
The preparation of optically pure organosilicon compounds bearing a stereogenic center at the silicon atom is an attractive but challenging enterprise. Herein we disclose an isothiourea (ITU)-catalyzed monoacylation reaction of silicon-centered bisphenols with 2,2-diphenylacetic pivalic anhydride, delivering tetrasubstituted organosilanes in moderate to excellent yields (36-91%) with moderate to excellent enantiomeric ratios (68:32-97.5:2.5). This organocatalytic desymmetrization approach can be performed on gram scale, and the products can be converted to other valuable compounds.
Journal Title: Organic letters
Year Published: 2023
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