Highly efficient approach to orthogonally protected (2S,4R)- and (2S,4S)-4-hydroxyornithine

被引：32

作者：

Paintner, FF ^{[1
]}

Allmendinger, L ^{[1
]}

Bauschke, G ^{[1
]}

Klemann, P ^{[1
]}

机构：

[1] Univ Munich, Dept Pharm, Zentrum Pharmaforsch, D-81377 Munich, Germany

来源：

ORGANIC LETTERS | 2005年 / 7卷 / 07期

关键词：

D O I：

10.1021/ol0503182

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A concise stereoselective approach to both orthogonally protected (2S,4R)- and (2S,4S)-4-hydroxyornithine, key constituents of the biphenomycin- and clavalanine-type antibiotics, respectively, has been developed. The approach is based on bis(oxazoline) copper(II)-complex-catalyzed diastereoselective Henry reactions of nitromethane with the homoserine-derived aldehyde 6. The synthesis of this versatile chiral building block has been markedly improved.

引用

页码：1423 / 1426

页数：4

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