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A Radical Route to a cis-3,5-Dialkyl Proline Derivative

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β-Amino alcohols possessing an alkynyl functionality were converted into bicyclic compounds via a 5-exo-dig radical cyclization. One of this bicyclic product was transformed in three steps into the (2R,3S,5S)- 3-methyl-5-iso-propyl proline.

Keywords: Amino alcohols; proline derivative; radical cyclization

Document Type: Research Article


Affiliations: Universite Pierre et Marie Curie-Paris 6, Laboratoire de Chimie Organique-equipe Synthese Asymetrique (UMR CNRS 7611), Institut de Chimie Moleculaire (FR 2769), Case 47, 4 Place Jussieu, F-75252 Paris Cedex 05, France.

Publication date: April 1, 2006

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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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