Tetrahedron Letters p. 7395 - 7398 (1995)
Update date:2022-08-03
Topics:
Werner, R. Marshall
Barwick, Michael
Davis, Jeffery T.
The Me3SiOTf-promoted formation of GlcNAc 1,2-cis oxazoline from GlcNAc peracetates can give significant amounts of nonpolar by-products. We identified these by-products to be C-silylated esters and amides. Secondary amides are readily C-silylated by treatment with a mixture of Me3SIOTf and NEt3. These C-silylated secondary amides are useful, as they undergo fluoride ion promoted aldol condensation.
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