Stereoelectronic control in acetal formation

…, RA Dickinson, P Deslongchamps

Index: Beaulieu, Normand; Dickinson, Robert A.; Deslongchamps, Pierre Canadian Journal of Chemistry, 1980 , vol. 58, p. 2531 - 2536

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Citation Number: 42

Abstract

The cyclization under acidic conditions of bicyclic and monocyclic hydroxypropyl methoxytetrahydropyrans 1 and 4 is reported. At room température, compound 1 gives only cis tricyclic acetal 2. At reflux, compound 2 equilibrates to yield a mixture of cis and trans tricyclic acetals 2 (45%) and 3 (55%). Compound 4 gives directly the equilibrium mixture of cis and trans bicyclic acetals 5 (55%) and 6 (45%) at room température. The specific ...

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