The kinetic resolution of oxazinones by alcoholysis: access to orthogonally protected β-amino acids

被引:4
|
作者
Cronin, Sarah A. [1 ]
Connon, Stephen J. [1 ]
机构
[1] Trinity Coll Dublin, Trinity Biomed Sci Inst, Sch Chem, Dublin, Ireland
基金
爱尔兰科学基金会;
关键词
ENANTIOSELECTIVE SYNTHESIS; ASYMMETRIC-SYNTHESIS; MESO-ANHYDRIDES; ORGANOCATALYSTS; AZLACTONES; PEPTIDES; DESYMMETRIZATION; CYCLOADDITIONS; CISPENTACIN; DERIVATIVES;
D O I
10.1039/d1ob01306h
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The catalytic, alcoholytic kinetic resolution of oxazinones is reported. A novel, stereochemically dense cinchona alkaloid-based catalyst can facilitate the highly enantiodiscriminatory (S up to 101) ring-opening of oxazinones equipped with electrophilic aryl units to generate orthogonally protected beta-amino acids for the first time.
引用
收藏
页码:7348 / 7352
页数:5
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