Photoinduced functionalization of the C-20 methyl group of the nor-diterpene atractyligenin

Irradiation of the nor-diterpene atractyligenin at λ=254 nm in methanol gave, on one hand, the decarboxylation product, and provided, on the other hand, the transformation of the C-20 angular methyl into a methylene-carbomethoxy group. A photochemical pathway involving formation of C-19/C-20 bond is...

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Bibliographic Details
Published in:Tetrahedron letters 2001-11, Vol.42 (47), p.8289-8291
Main Authors: Buscemi, Silvestre, Rosselli, Sergio, Bruno, Maurizio, Vivona, Nicolò, Piozzi, Franco
Format: Article
Language:English
Subjects:
atractyligenin
photochemistry
photofunctionalization of C-20 methyl
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Summary:Irradiation of the nor-diterpene atractyligenin at λ=254 nm in methanol gave, on one hand, the decarboxylation product, and provided, on the other hand, the transformation of the C-20 angular methyl into a methylene-carbomethoxy group. A photochemical pathway involving formation of C-19/C-20 bond is suggested. Graphic
ISSN:0040-4039
1873-3581
DOI:10.1016/S0040-4039(01)01772-5