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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.
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页码:7348 / 7352
页数:5
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