α,γ-Diamino acids:: Asymmetric synthesis of new constrained 6-amino-3-azabicyclo[3.2.1]octane-6-carboxylic acids

被引:22
|
作者
Caputo, Francesco [1 ]
Cattaneo, Cristian [1 ]
Clerici, Francesca [1 ]
Gelmi, Maria Luisa [1 ]
Pellegrino, Sara [1 ]
机构
[1] Univ Milan, Fac Farm, Ist Chim Organ A Marchesini, I-20133 Milan, Italy
来源
JOURNAL OF ORGANIC CHEMISTRY | 2006年 / 71卷 / 22期
关键词
ALPHA-AMINO-ACIDS; PEPTIDE; DERIVATIVES; ANTAGONISTS; INHIBITORS; SCAFFOLDS; DESIGN; SYSTEM; ETHERS; SERIES;
D O I
10.1021/jo061391o
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The synthesis of two new diastereomeric 6-amino-3-azabicyclo[3.2.1] octane-6-carboxylic acids exo- and endo-8,9 is reported using exo- and endo-norbornene amino acids as chiral building blocks. This method provides a fast access to optically pure amino acids 8 and 9 which can be considered both alpha,gamma- and alpha,delta-diamino acids containing sterical constraints and characterized by alpha,alpha-disubstitution.
引用
收藏
页码:8467 / 8472
页数:6
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