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Synthetic Method for the Preparation of 2-Aminomethyl-1,3-diene Derivatives through Indium-Mediated 1,3-Butadien-2-ylation of Imines

Dong Seomoon, Jaemyung A and Phil Ho Lee*

*National Research Laboratory for Catalytic Organic Reaction, Department of Chemistry, Kangwon National University, Chuncheon 200-701, Republic of Korea, Email: phleekangwon.ac.kr

D. Seomoon, J. A, P. H. Lee, Org. Lett., 2009, 11, 2401-2404.

DOI: 10.1021/ol9005213 (free Supporting Information)



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Abstract

An efficient method for the preparation of various 2-aminomethyl-1,3-dienes was developed through the reaction of imines with an organoindium reagent generated in situ from indium and 1,3-dibromo-2-butyne. Three-component reactions of aldehydes, amines, and organoindium reagents gave successful results in a one-pot process.

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Key Words

1,3-Dienes, Allylic Amines


ID: J54-Y2009-1740