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Article Dans Une Revue European Journal of Organic Chemistry Année : 2011

Concise Pathway to New Multifunctionalized Constrained Pentacin Derivatives by Means of Two Stereospecific Tandem Reactions

Résumé

Starting from Boc-activated diketopiperazines, original bicyclic derivatives of trans- and cis-2-aminocyclopentanecarboxylic acid were prepared by using two stereospecific tandem reactions. One of them is a tandem transannular rearrangement of activated lactams/alkylation process leading to the stereoselective synthesis of suitably chiral pyrrolidine2,4-diones, allowing subsequent Michael-initiated ring closure, a simple and concise route to original multifunctionalized alicyclic β-amino esters.

Domaines

Chimie organique

Dates et versions

hal-00617465 , version 1 (29-08-2011)

Identifiants

Citer

Thibault Coursindel, Jean Martinez, Isabelle Parrot. Concise Pathway to New Multifunctionalized Constrained Pentacin Derivatives by Means of Two Stereospecific Tandem Reactions. European Journal of Organic Chemistry, 2011, pp.4519-4522. ⟨10.1002/ejoc.201100593⟩. ⟨hal-00617465⟩
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