Synlett

A one-pot preparation of aryl-and heteroarylcycloalkenes: application to the total synthesis of (±)-laurokamurene B

J Tallineau, G Bashiardes, JM Coustard, F Lecornué

Index: Tallineau, Jean; Bashiardes, Georges; Coustard, Jean-Marie; Lecornue, Frederic Synlett, 2009 , # 17 p. 2761 - 2764

Full Text: HTML

Citation Number: 4

Abstract

Abstract A general one-pot method has been developed for the preparation of various aryl- and heteroarylcycloalkenes. After lithiation of aryl and heteroaryl bromides followed by transmetalation with CeCl 3, the organocerium addition to cycloalkanones proceeds cleanly to provide the intermediate alkoxide. Addition of MsCl or SOCl 2 with DBU gave aryl- substituted cycloalkenes in good yields. A short total synthesis of (±)-laurokamurene B ...