1,3-Dipolar cycloadditions to unsymmetrical ketone-derived chiral stabilized azomethine ylides: Strategies for the synthesis of highly substituted amino acids

被引:19
作者
Aldous, DJ
Drew, MGB
Draffin, WN
Hamelin, EMN
Harwood, LM
Thurairatnam, S
机构
[1] Univ Reading, Sch Chem, Reading RG6 6AD, Berks, England
[2] Rhone Poulenc Rorer Ltd, Dagenham RM10 7XS, Essex, England
来源
SYNTHESIS-STUTTGART | 2005年 / 19期
关键词
azomethine ylide; beta-hydroxy-alpha-amino acid; proline; intramolecular; cycloaddition;
D O I
10.1055/s-2005-918487
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
We report herein, the first generation of unsymmetrical ketone-derived chiral stabilized azomethine ylides. Intrairiolecular and intermolecular cycloaddition strategies have been utilized to synthesize both an enantiornerically pure bicyclic proline derivative and an enantionierically pure beta-hydroxy-alpha-amino acid.
引用
收藏
页码:3271 / 3278
页数:8
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