Title of article
A new polymer-supported Evans-type chiral auxiliary derived from α-hydroxy-β-amino acid, phenylnorstatine: synthesis and application in solid-phase asymmetric alkylation reactions
Author/Authors
Kotake، نويسنده , , Tomoya and Rajesh، نويسنده , , S and Hayashi، نويسنده , , Yoshio and Mukai، نويسنده , , Yoshie and Ueda، نويسنده , , Mitsuhiro and Kimura، نويسنده , , Tooru and Kiso، نويسنده , , Yoshiaki، نويسنده ,
Issue Information
هفته نامه با شماره پیاپی سال 2004
Pages
4
From page
3651
To page
3654
Abstract
Based on a new anchoring strategy, a polymer-supported chiral oxazolidinone was prepared starting from (2R,3S)-3-amino-2-hydroxy-4-phenylbutanoic acid (phenylnorstatine, Pns) and Wang resin. Solid-phase asymmetric alkylation on this resin proceeded in high diastereoselectivity comparable to that of conventional solution-phase model experiments. This study suggests that anchoring through the 5-position of oxazolidinone is highly suited to achieving diastereoselective alkylation reactions on solid-support.
Keywords
chiral auxiliary , Phenylnorstatine , Asymmetric alkylation , solid-phase , Polymer-supported , Evansי oxazolidinone
Journal title
Tetrahedron Letters
Serial Year
2004
Journal title
Tetrahedron Letters
Record number
1841482
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