Synlett

Investigation of diastereoselective tandem ring closing metathesis reactions toward the synthesis of functionalised spirocyclic piperidines

RAJ Wybrow, NG Stevenson, JPA Harrity

Index: Wybrow, Robert A. J.; Stevenson, Neil G.; Harrity, Joseph P. A. Synlett, 2004 , # 1 p. 140 - 142

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Citation Number: 14

Abstract

Abstract The stereoselective synthesis of a spiropiperidine through a diastereoselective tandem ring closing metathesis (RCM) reaction is reported. The efficient relay of stereochemistry from a pentyl chain to the newly formed spirocentre three carbon atoms away was found to be particularly dependant on the nature of the Ru-catalyst employed-1st generation Grubbs catalyst was found to be significantly more selective than the more ...