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

来源：

ORGANIC LETTERS | 2009年 / 11卷 / 15期

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

页码：3330 / 3333

页数：4

共 32 条

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