Activated sulfahydantoin as Boc-glycine enolate equivalent: highly diastereoselective alpha-hydroxyalkylation and application to the synthesis of aldopentonate analogues - Archive ouverte HAL Accéder directement au contenu
Article Dans Une Revue Tetrahedron Letters Année : 2009

Activated sulfahydantoin as Boc-glycine enolate equivalent: highly diastereoselective alpha-hydroxyalkylation and application to the synthesis of aldopentonate analogues

Résumé

N-Boc-activated sulfahydantoin can be seen as glycine enolate equivalent. It appeared as a convenient starting material for the stereocontrolled preparation of threonine homologues through an alkaline syn aldolization involving a Boc migration. The methdology allowed the one-pot preparation of constrained analogues of polyoxamic

Dates et versions

hal-00360907 , version 1 (12-02-2009)

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Djamel Bouchouk, Evelina Colacino, Loic Toupet, Nouredine Aouf, Jean Martinez, et al.. Activated sulfahydantoin as Boc-glycine enolate equivalent: highly diastereoselective alpha-hydroxyalkylation and application to the synthesis of aldopentonate analogues. Tetrahedron Letters, 2009, 50, pp.1100-1104. ⟨10.1016/j.tetlet.2008.12.070⟩. ⟨hal-00360907⟩
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