Synthetic Studies on Securitinine and Related Compounds. I. Stereochemistries of the Catalytic Hydrogenation Products of 6-(4-Methoxy-2-pyridyl)-1, 4-dioxaspiro [4, 5] decan-6-ol

Abstract

The catalytic hydrogenation of 6-(4-Methoxy-2-pyridyl)-1, 4-dioxaspiro [4, 5] decan-6-ol (V) gave VIa as a major product and VIb as a minor product. Their stereochemistries were determined by the nuclear magnetic resonance spectra of their oxathiazolidine derivatives (XIIIa and XIIIb, respectively).