Synthese photochimique et etude structurale d'alcoxy-spirocetals et de trioxa-bis-spirocetals |
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Authors: | L. Cottier G. Descotes M.F. Grenier F. Metras |
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Affiliation: | Laboratoire de Chimie Organique II, ERA CNRS No. 689, ESCIL., U''niversité Lyon I, 43 Boulevard du II Novembre 1918, 69622- Villeurbanne, France;Laboratoire de Chime Organique Physique, Université de Pau et des Pays de l''Adour, BP No. 523, 64000-Pau Université, France |
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Abstract: | The spiroketal systems can be obtained easily by a Norrish type II reaction applied to tetrahydropyranic ketoacetals having a carbonyl group in δ position of the acetalic hydrogen. The structures of spirans and bispirans established by IR, NMR (1H and 13C show an axial conformation for the C-O bond of the tetrahydrofuran ring. With the bispirans this anomeric effect requires for some isomers a twist boat conformation of the tetrahydropyran ring. |
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