Title of article
Dynamic kinetic resolution of α-chloro esters in asymmetric nucleophilic substitution using diacetone-D-glucose as a chiral auxiliary
Author/Authors
Kim، نويسنده , , Hyun Jung and Shin، نويسنده , , Eun-kyoung and Chang، نويسنده , , Ji-yeon and Kim، نويسنده , , Yongtae and Park، نويسنده , , Yong Sun، نويسنده ,
Issue Information
هفته نامه با شماره پیاپی سال 2005
Pages
3
From page
4115
To page
4117
Abstract
Diacetone-D-glucose mediated dynamic kinetic resolution of α-chloro-α-aryl esters in nucleophilic substitution reactions has been investigated. Reactions of various amine nucleophiles in the presence of TBAI and DIEA can provide the substitution products 2–10 up to 97% yield and 97:3 dr. This simple procedure with easy removal of the chiral auxiliary provides a practical protocol for asymmetric syntheses of α-amino acid derivatives up to 97:3 er.
Keywords
dynamic kinetic resolution , asymmetric syntheses , nucleophilic substitution , carbohydrate , chiral auxiliary
Journal title
Tetrahedron Letters
Serial Year
2005
Journal title
Tetrahedron Letters
Record number
1845908
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