Tetrahedron letters

Domino condensation/aza-Michael/O→ N acyl migration of carbodiimides with activated α, β-unsaturated carboxylic acids to form hydantoins

A Volonterio, M Zanda

Index: Volonterio, Alessandro; Zanda, Matteo Tetrahedron Letters, 2003 , vol. 44, # 47 p. 8549 - 8551

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Citation Number: 33

Abstract

Activated α, β-unsaturated carboxylic acids undergo an unexpected domino condensation/aza-Michael/O→ N acyl migration with carbodiimides, producing N, N- disubstituted hydantoins in good yields. An array of structurally varied aspartic acid-derived hydantoins, including some fluorinated derivatives, have been synthesized by this method, whose scope and limits are discussed.