Highly Enantioselective Synthesis of β-Amidophenylthioethers by Organocatalytic Desymmetrization of meso-Aziridines

被引:36
作者
Della Sala, Giorgio [1 ]
Lattanzi, Alessandra [1 ]
机构
[1] Univ Salerno, Dept Chem, I-84024 Fisciano, SA, Italy
关键词
ASYMMETRIC ORGANOCATALYSIS; CATALYZED DESYMMETRIZATION; TRANSFER HYDROGENATION; N-SULFONYLAZIRIDINES; CHIRAL LIGANDS; LEWIS-BASE; COMPLEXES; EPOXIDES; THIOLS; ACYLAZIRIDINES;
D O I
10.1021/ol901209n
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The desymmetrization of N-acylaziridines with Me3SiSPh, catalyzed by commercially available (R) and (S)-VAPOL hydrogen phosphate, produced beta-(N-acylamino)phenylthioethers in a highly enantioselective and efficient manner (78-99% ee). The selection of the suitable aziridine/nucleophile/catalyst molar ratio is crucial to obtain high ee's.
引用
收藏
页码:3330 / 3333
页数:4
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