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The trimethylsilyl cationic species as a bulky proton. Application to chemoselective dioxolanation
Journal article   Peer reviewed

The trimethylsilyl cationic species as a bulky proton. Application to chemoselective dioxolanation

Jih Ru Hwu and John M. Wetzel
Journal of Organic Chemistry, Vol.50(20), pp.3946-3948
1985

Abstract

Use of the "bulky proton" containing reagents trimethylsilyl trifluoromethanesulfonate and 1,2-bis[(trimethylsilyl)oxy]ethane to ketalize or acetalize compounds containing two nonconjugated carbonyl groups or one nonconjugated and one α,β-unsaturated carbonyl group provides, with high selectivity, monodioxolanes bearing the ketal or acetal function at the less sterically hindered site. © 1985 American Chemical Society.

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