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Photo-Fries rearrangement for the synthesis of the diazonamide macrocycle

✍ Scribed by Philip Magnus; Cyrille Lescop


Publisher
Elsevier Science
Year
2001
Tongue
French
Weight
177 KB
Volume
42
Category
Article
ISSN
0040-4039

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✦ Synopsis


Irradiation of the macrolactam 15 results in a photo-Fries rearrangement to give the complete diazonamide core skeleton 16 in good yield.


πŸ“œ SIMILAR VOLUMES


An analogue of the photo-fries rearrange
✍ R.A. Finnegan; A.W. Hagen πŸ“‚ Article πŸ“… 1963 πŸ› Elsevier Science 🌐 French βš– 191 KB

The classical Fries rearrangement, ' a well known acidcatalyzed process illustrated in equation 1, can be effected in 3-6 the absence of acid catalysts by means of ultraviolet light. OH (1) CsH,OCOR -------) COR + OH Esters successfully rearranged by the photo-Fries reaction include phenyl acetate3