An efficient synthesis of 1-naphthylbis(oxazoline) and exploration of the scope in asymmetric catalysis

被引：28

作者：

van Lingen, HL

van de Mortel, JKW

Hekking, KFW

van Delft, FL

Sonke, T

Rutjes, FPJT

机构：

[1] Univ Nijmegen, NSRIM, Dept Organ Chem, NL-6525 ED Nijmegen, Netherlands

[2] DSM Res BV, Life Sci Prod, Adv Synth & Catalysis, NL-6160 MD Geleen, Netherlands

来源：

EUROPEAN JOURNAL OF ORGANIC CHEMISTRY | 2003年 / 2003卷 / 02期

关键词：

asymmetric catalysis; amino acids; enzymatic resolution; oxazolines; Lewis acids;

D O I：

10.1002/ejoc.200390036

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Both enantiomers of 1-naphthylglycine were obtained in 99% ee by enzymatic resolution of the corresponding racemic amino acid amide, giving access to the novel ligands (R)- and (S)-naphthylbis(oxazohne). Initial studies provided insight into the scope and limitations of the (S)-naphthyl-substituted bis(oxazoline) and its steric influence compared to other bis(oxazolines) in catalytic asymmetric synthesis. ((C) Wiley-VCH Verlag GmbH & Co KGaA, 69451 Weinheim, Germany, 2003).

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收藏

页码：317 / 324

页数：8

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