Synthesis of N-acyl-N,O-acetals from N-aryl amides and acetals in the presence of TMSOTf
β Scribed by C. Wade Downey; Alan S. Fleisher; James T. Rague; Chelsea L. Safran; Megan E. Venable; Robert D. Pike
- Book ID
- 113929724
- Publisher
- Elsevier Science
- Year
- 2011
- Tongue
- French
- Weight
- 722 KB
- Volume
- 52
- Category
- Article
- ISSN
- 0040-4039
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π SIMILAR VOLUMES
Vinylogs of N-acyl N,O-acetals are formed in good yields by anodic oxidation, in methanol or water, of S-enaminoesters derived from pyroglutamic acid. These new acetals react easily with nucleophiles or silylated amines. Anodic oxidation of N-acylamino acids was first reported in 1979.l The N-acyl N
## Abstract magnified image Various aldehyde and ketone acylhydrazones are synthesized and, under acylating conditions, cyclized into 3βacylβ1,3,4βoxadiazolines. The scope and limitations of these cyclizations and the possible side reactions (__e.g__. formation of the openβchain __N,O__βacylhydraz