Author/Authors :
Robert A.J. Wybrow، نويسنده , , Andrew S. Edwards، نويسنده , , Neil G. Stevenson، نويسنده , , Harry Adams، نويسنده , , Craig Johnstone، نويسنده , , Joseph P.A. Harrity، نويسنده ,
Abstract :
This paper outlines the stereocontrolled synthesis of a functionalised spiropiperidine through a diastereoselective tandem RCM reaction. The diastereoselectivity of this process was found to be strongly dependant on the nature of the catalyst; the less active first generation Ru–carbene complexes provided the desired spirocycle in high yield and with good stereocontrol. Additionally, the further functionalisation of the spiropiperidine was carried out through a regio- and stereoselective dihydroxylation reaction employing Donohoeʹs OsO4-TMEDA conditions.
