Title of article
Synthesis of α-amino esters by dynamic kinetic resolution of α-haloacyl imidazolidinones
Author/Authors
Stephen Caddick، نويسنده , , Carlos A.M Afonso، نويسنده , , Sara X Candeias، نويسنده , , Peter B Hitchcock، نويسنده , , Kerry Jenkins، نويسنده , , L Murtagh، نويسنده , , D Pardoe، نويسنده , , A.Gil Santos، نويسنده , , Nigel R Treweeke، نويسنده , , Robert Weaving، نويسنده ,
Issue Information
هفته نامه با شماره پیاپی سال 2001
Pages
17
From page
6589
To page
6605
Abstract
Dynamic kinetic resolution of α-haloacyl imidazolidinones with a variety of nitrogen and carbon nucleophiles has been achieved with selectivities up to 100% (d.e.). An unusual dichotomy of diastereoselection has been observed whereby metalated nucleophiles preferentially react via the 5S,2′R diastereomer whilst amine nucleophiles react via the 5S,2′S diastereomer. Mild procedures are described for the coupling and removal of the ephedrine based chiral auxiliary.
Keywords
Resolution , diastereoselection , Acylation , cleavage reactions
Journal title
Tetrahedron
Serial Year
2001
Journal title
Tetrahedron
Record number
1082264
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