Synlett

Effect of tether length on Ti (III)-mediated cyclization of epoxyalkenes and unsaturated epoxyketones

A Fernández-Mateos, LM Burón, EMM de la Nava…

Index: Fernandez-Mateos; Mateos Buron; Martin De La Nava; Rabanedo Clemente; Rubio Gonzalez; Sanz Gonzalez Synlett, 2004 , # 14 p. 2553 - 2557

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Citation Number: 15

Abstract

Abstract The chemo-and regioselectivity of the radical cyclization induced by titanocene chloride of a series of epoxyalkenes and another of unsaturated epoxyketones are investigated. 5-Exo and 6-exo cyclizations are the main processes with epoxyalkenes. 3-Exo and 4-exo cyclizations onto the carbonyl group and 6-exo and 8-endo onto the carbon- carbon double bond are the preferred processes with epoxyenones. A tandem reaction, 6- ...