57740-21-3Relevant academic research and scientific papers
Conformational analysis of 1-oxaspiroundecanes. A powerful probe for the endo and exo anomeric effects in acetals
Deslongchamps, Pierre,Pothier, Normand
, p. 597 - 603 (2007/10/02)
A 13C nuclear resonance spectroscopy study of 1-oxaspiroundecanes 1, 4, and 5 as a function of temperature is reported.Compound 1 exists as a rapidly equilibrating mixture of a major and a minor conformer (1a and 1b) at room temperature that can be observed at low temperature.By comparison, 1,7-dioxaspiroundecane 2 is conformationally rigid in a single conformation (2a) at room temperature.This completely different behavior demonstrates the importance of the endo and the exo anomeric effects in the acetal function.
