142437-78-3Relevant academic research and scientific papers
α-lactam intermediates in base-promoted reactions of O-sulfonylated hydroxamic acids with nucleophiles
Hoffman, Robert V.,Nayyar, Naresh K.,Chen, Wenting
, p. 5031 - 5034 (2007/10/02)
The reaction of N-(sulfonyloxy) amides with bases proceeds by initial formation of an α-lactam intermediate. A primary kinetic deuterium isotope effect, kH/kD = 2.17, a leaving group effect, β1gCH3 = 0.50, and n
Base-Promoted Reaction of O-Sulfonylated Hydroxamic Acids with Nucleophiles. A New Mehtod for the Synthesis of α-Substituted Amides
Hoffman, Ribert V.,Nayyar, Naresh K.,Chen, Wenting
, p. 5700 - 5707 (2007/10/02)
Treatment of a series of hydroxamic acids 2 with mesyl chloride in the presence of 2 equiv of triethylamine at 0 deg C gives 2-chloroamides 3 in good yields.Use of a single equivalent of triethylamine gives the N-(mesyloxy)amides 1, which are versatile sy
