Intramolecular functional group differentiation as a strategy for the synthesis of bridged bicyclic β-amino acids

被引:11
|
作者
Tymtsunik, Andriy V. [1 ,2 ]
Kokhan, Serhii O. [1 ,2 ]
Ivon, Yevhen M. [1 ,2 ]
Komarov, Igor V. [1 ,2 ]
Grygorenko, Oleksandr O. [1 ]
机构
[1] Natl Taras Shevchenko Univ Kyiv, Volodymyrska St 64, UA-01601 Kiev, Ukraine
[2] Enamine Ltd, Alexandra Matrosova St 23, UA-01103 Kiev, Ukraine
关键词
DIVERSITY-ORIENTED SYNTHESIS; PEPTIDES;
D O I
10.1039/c6ra01548d
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Differentiation of identical electrophilic functional groups (carboxylates) by a strategically placed internal nucleophile (an amino group) in cyclic precursors was used as a key general approach to functionalized azabicyclic scaffolds. The utility of the method was demonstrated by the synthesis of three bicyclic beta-amino acids (analogues of nipecotic acid), which were prepared in good yields and on a relatively large scale.
引用
收藏
页码:22737 / 22748
页数:12
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