Tetrahedron

Regioselective synthesis of optically active (pyrazolyl) pyridines with adjacent quaternary carbon stereocenter: chiral N, N-donating ligands

R Kowalczyk, J Skarżewski

Index: Kowalczyk, Rafal; Skarzewski, Jacek Tetrahedron, 2005 , vol. 61, # 3 p. 623 - 628

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Citation Number: 18

Abstract

Novel optically active 2-(pyrazol-1-yl) pyridines have been prepared using resolved the O- methyl ether of atrolactic acid as a source of the adjacent quaternary carbon stereocenter. Different regioisomers were formed selectively in the reaction of 2-hydrazinopyridines with the chiral 1, 3-diketone and in the nucleophilic substitution of 2-chloropyridines with the potassium salt of the chiral pyrazole. The second route gave 2-(pyrazol-1-yl) pyridines ...