172688-22-1Relevant articles and documents
C-silylation of secondary amides: GlcNAc peracetate derivatives
Werner, R. Marshall,Barwick, Michael,Davis, Jeffery T.
, p. 7395 - 7398 (2007/10/02)
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.