Tetrahedron

New syntheses of orelline and analogues via metalation and cross-coupling reactions

F Mongin, F Trécourt, O Mongin, G Quéguiner

Index: Mongin, Florence; Trecourt, Francois; Mongin, Olivier; Queguiner, Guy Tetrahedron, 2002 , vol. 58, # 2 p. 309 - 314

Full Text: HTML

Citation Number: 17

Abstract

New total syntheses of orelline and some analogues are reported. The methodology involves metalation of 3-alkoxy-2-iodopyridines to afford 3, 4-dialkoxy-2-iodopyridines, on which cross-coupling reactions are performed to reach the 2, 2′-bipyridine skeleton of the alkaloid.