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Synthese photochimique et etude structurale d'alcoxy-spirocetals et de trioxa-bis-spirocetals
Authors:L. Cottier  G. Descotes  M.F. Grenier  F. Metras
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
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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