Tetrahedron

New approach to asymmetrically substituted methoxypyrazines, derivatives of wine flavors

…, S Shinkaruk, B Bennetau, C Bennetau-Pelissero…

Index: Candelon, Nicolas; Shinkaruk, Svitlana; Bennetau, Bernard; Bennetau-Pelissero, Catherine; Dumartin, Marie-Laurence; Degueil, Marie; Babin, Pierre Tetrahedron, 2010 , vol. 66, # 13 p. 2463 - 2469

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Citation Number: 12

Abstract

An original synthetic route to asymmetrically substituted methoxypyrazine (MP) derivatives is described. The first step of the synthesis is achieved by condensation of 1, 2-aminoalcohols with Boc-protected aliphatic aminoacids followed by cycloimine formation and aromatization via chlorination. Introduction of methoxy group was then achieved by alkoxy-de- halogenation. The use of primary or secondary aminopropanol enabled the direct and ...