Tetrahedron

A diastereoselective tandem RCM approach to spiropiperidines

…, AS Edwards, NG Stevenson, H Adams, C Johnstone…

Index: Wybrow, Robert A.J.; Edwards, Andrew S.; Stevenson, Neil G.; Adams, Harry; Johnstone, Craig; Harrity, Joseph P.A. Tetrahedron, 2004 , vol. 60, # 40 p. 8869 - 8880

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Citation Number: 36

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 ...