ISSN:
1434-193X
Keywords:
Hydroxamic acids
;
Acylnitroso
;
Oxidation
;
Ene reactions
;
Allylic amidation
;
Chemistry
;
General Chemistry
Source:
Wiley InterScience Backfile Collection 1832-2000
Topics:
Chemistry and Pharmacology
Notes:
A one-pot allylic amidation procedure, which employs the ene reaction of acylnitroso compounds 2 with electron-rich olefins 3a,b, is presented; the acylnitroso enophile is generated in situ by oxidation of hydroxamic acids 1 with iodosobenzene diacetate. The resulting N-allylhydroxamic acids 4 (ene products) are quantitatively acetylated for ease of handling; as an example, the reduction of the acetylated derivative 5b by samarium diiodide was carried out to afford the N-allyl amide 6b in quantitative yields.
Additional Material:
1 Tab.
Type of Medium:
Electronic Resource
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