A practical approach to the resolution of racemic N-benzyl α-amino acids by liquid-liquid extraction with a lipophilic chiral salen-cobalt(III) complex

被引:68
作者
Reeve, TB
Cros, JP
Gennari, C
Piarulli, U
de Vries, JG
机构
[1] Univ Milan, Ctr Eccellenza CISI, Dipartimento Chim Organ & Ind, ISTM,CNR, I-20133 Milan, Italy
[2] Univ Insubria, Dipartimento Sci Chim & Ambientali, I-22100 Como, Italy
[3] DSM Pharma Chem Adv Synth Catalysis & Dev, NL-6160 MD Geleen, Netherlands
关键词
amino acids; chiral resolution; cobalt; molecular recognition; N; O ligands;
D O I
10.1002/anie.200504116
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
(Chemical Equation Presented) Liquidating the assets: Coordination of one enantiomer from a racemic mixture of N-benzyl α-amino acids (N-Bn-AA) to the lipophilic chiral [CoIII(salen)(OAc)] complex results in its extraction into the organic phase. The enantiomer can then be released in excellent yield and high enantiomeric excess by reductive counterextraction. The cobalt(III) complex can be regenerated and re-used without loss of reactivity or selectivity. © 2006 Wiley-VCH Verlag GmbH & Co. KGaA.
引用
收藏
页码:2449 / 2453
页数:5
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