Search

Your search keyword '"CHEMICAL reduction"' showing total 1 results
Start Over Descriptor "CHEMICAL reduction" Topic amides Topic chemical reactions Topic hydrogenation Publication Year Range Last 50 years Journal tetrahedron letters: international organ for the rapid publication of preliminary communications in organic chemistry

Refine your results

1 results on '"CHEMICAL reduction"'

1. Synthesis of N-acyl-N,O-acetals from N-aryl amides and acetals in the presence of TMSOTf

Author

Downey, C. Wade, Fleisher, Alan S., Rague, James T., Safran, Chelsea L., Venable, Megan E., and Pike, Robert D.

Subjects
*SULFONATES, *ORGANIC synthesis, *AMIDES, *CHEMICAL reactions, *CHEMICAL reduction, *HYDROGENATION, *METHYL ether, *SILYLATION
Abstract

Abstract: Secondary amides undergo in situ silyl imidate formation mediated by TMSOTf and an amine base, followed by addition to acetal acceptors to provide N-acyl-N,O-acetals in good yields. An analogous, high-yielding reaction is observed with 2-mercaptothiazoline as the silyl imidate precursor. Competing reduction of the acetal to the corresponding methyl ether via transfer hydrogenation can be circumvented by the replacement of CY2NMe with 2,6-lutidine under otherwise identical reaction conditions. [Copyright &y& Elsevier]

Published
2011
Full Text
View/download PDF

Catalog

Books, media, physical & digital resources
See catalog results