First stereoselective synthesis of a pro-pro E-alkene dipeptide isostere

被引:13
作者
Bandur, NG [1 ]
Harms, K [1 ]
Koert, U [1 ]
机构
[1] Univ Marburg, Fachbereich Chem, D-35032 Marburg, Germany
关键词
proline; E-alkene; dipeptide isostere; Felkin-Anh selective alkenylation; Ireland-Claisen rearrangement;
D O I
10.1055/s-2005-863731
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A stereoselective synthesis of a proline-proline E-alkene isostere is described. Starting from N-BOC-L-proline the new stereocenter is generated by diastereoselective alkenylation and subsequent Ireland-Claisen rearrangement. The relative configuration of the double bond and the new generated stereocenter were determined by X-ray crystallography.
引用
收藏
页码:773 / 776
页数:4
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