Tetrahedron, ( ISI ), Volume (68), No (38), Year (2012-8) , Pages (8046-8051)

Title : ( Diastereoselective synthesis of 5-iminooxazolines and their subsequent transformation to α,α-disubstituted dipeptide esters: a formal [4+1] cycloaddition reaction of cyclohexyl isocyanide and Z-alkyl-α-benzoyl amino-acrylates )

Authors: Abbas Ali Esmaeili , Shima Shahmansouri , Azizollah Habibi , Ali Reza Fakhari ,

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Abstract

A novel atom economical diastereoselective synthesis of 5-iminooxazolines and their subsequent transformation to α,α-disubstituted dipeptide esters is described. Heating a mixture of cyclohexyl isocyanide and Z-α-benzoyl amino-acrylic acid alkyl esters under solvent-free conditions, afforded 5-iminooxazolines, which, upon specifications provided α,α-disubstituted dipeptide esters in good yield.

Keywords

, 5, Iminooxazolines a, Amidoacrylates Cyclohexyl isocyanide [4þ1] Cycloaddition Solvent, free synthesis