Synthèse d'arylhydroxyspirocétals. Influence du groupe aryle sur la photocyclisation d'arylcétoacétals en série hétérocyclique et osidique |
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| Authors: | Pascale Bron Louis Cottier Gérard Descotes |
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| Affiliation: | Laboratoire de Chimie Organique II, Université Lyon I, ERA 689 du CNRS, 69622 Vileurbanne, France |
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| Abstract: | By irradiation, the tetrahydropyranylarylketoacetal compounds led to isomers of spiro compounds. A competition between Norrish II and Paterno-Buchi reations was observed with unsaturated heterocyclic products. In the osidic series, the reaction was not stereoselective, but the photocyclisation works with rentention of configuration at low temperature. The acidic epimerisation of spiro C-1 sugars mainly yields the trans (α or β) isomers. |
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