The Journal of Organic Chemistry

Zirconium-mediated reactions of alkylpyrazines and alkynes. Synthesis of highly substituted alkylpyrazines

AS Guram, RF Jordan

Index: Guram, Anil S.; Jordan, Richard F. Journal of Organic Chemistry, 1992 , vol. 57, # 22 p. 5994 - 5999

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Citation Number: 24

Abstract

Sequential onepot addition of alkylpyrazines, alkynes, and a proton source to a solution of Cp, Zr (Me)(THF)+(1) in CHzClz at room temperature affords (E!)-alkenyl-substituted alkylpyrazines 2-10 in excellent yields. The regio-and stereoselectively observed in these reactions is similar to those observed previously for related early transition metal-mediated reactions and is ascribed to steric and Si electronic effects. Conventional synthetic organic ...