Photocyclisations de cétoacétals aromatiques en vue d'une approche synthétique de la crombénine

F Cottet, L Cottier, G Descotes

Index: Cottet, Francoise; Cottier, Louis; Descotes, Gerard Canadian Journal of Chemistry, 1990 , vol. 68, # 7 p. 1251 - 1257

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Abstract

Crombenin 1 is a spiropeltogynoid compound with a spiroacetal moiety. A similar structure was synthesized starting from an orthocarbonylphenoxyisochroman by a Norrish type II photocyclisation. With an isochroman compound, the aromatic ring induces benzyl radical formation to give chiefly a bicyclic [4.3. 1] derivative. However, with the introduction of electron-withdrawing or bulky substituents at C-4', this side reaction is limited and the ...

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