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One-Pot, Regioselective Synthesis of 1,3,5 Trisubstituted Hydantoins by Domino Condensation / aza-Michael / O→N acyl Migration of Asymmetric Carbodiimides with α,β-Unsaturated Carboxylic Acids

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1,3,5 Trisubstituted hydantoins having two different substituents at the nitrogen atoms could be smoothly prepared by a domino condensation / aza-Michael / O→N acyl migration of asymmetric carbodiimides with activated α,β-unsaturated carboxylic acids. The regiochemical outcome of the process, as well as scope and limits, are discussed.

Keywords: aza-michael; carbodiimides; domino reaction; hydantoins; regiochemistry

Document Type: Review Article


Affiliations: Dipartimento di Chimica, Materiali ed Ingegneria Chimica “G. Natta” del Politecnico di Milano, via Mancinelli 7, I-20131 Milano, Italy.

Publication date: February 1, 2005

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  • Letters in Organic Chemistry publishes original letters on all areas of organic chemistry including synthesis, bioorganic, medicinal, natural products, organometallic, supramolecular, molecular recognition and physical organic chemistry. The emphasis is placed on publishing quality papers very rapidly. Letters are processed rapidly and take full advantage of the Internet technology both for the submission and the review of the manuscripts.
    The journal is essential reading for all organic chemists both in academia and industry.

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