Conformational analysis. XVIII. 1, 3-Dithianes. Conformational preferences of alkyl substituents and the chair-boat energy difference

EL Eliel, RO Hutchins

Index: Eliel,E.L.; Hutchins,R.O. Journal of the American Chemical Society, 1969 , vol. 91, p. 2703 - 2715

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Citation Number: 132

Abstract

Abstract: Conformational preferences of alkyl substituents at various positions in the 1, 3- dithiane system have been determined by acid-catalyzed equilibration of diastereoisomeric di-and trialkyldithianes. The results are supported by evidence from nuclear magnetic resonance spectroscopy. For alkyl groups at positions 2 and 4, free-energy differences (- AGO values) between equatorial and axial locations are of the same magnitude as in ...