Desymmetrization of meso-Aziridines with TMSNCS Using Metal Salts of Novel Chiral Imidazoline–Phosphoric Acid Catalysts

Desymmetrization of meso-Aziridines with TMSNCS Using Metal Salts of Novel Chiral Imidazoline–Phosphoric Acid Catalysts

Highly enantioselective desymmetrization of aziridines with TMSNCS has been developed. Good yield and enantioselectivity were observed by using novel chiral imidazoline–phosphoric acid catalysts. The obtained product can be converted to a chiral β-aminothiol and a β-aminosulfonic acid.

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Veröffentlicht in:Organic letters 2014-09, Vol.16 (17), p.4452-4455
Hauptverfasser: Nakamura, Shuichi, Ohara, Mutsuyo, Koyari, Madoka, Hayashi, Masashi, Hyodo, Kengo, Nabisaheb, Nadaf Rashid, Funahashi, Yasuhiro
Format: Artikel
Sprache:eng
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Zusammenfassung:Highly enantioselective desymmetrization of aziridines with TMSNCS has been developed. Good yield and enantioselectivity were observed by using novel chiral imidazoline–phosphoric acid catalysts. The obtained product can be converted to a chiral β-aminothiol and a β-aminosulfonic acid.
ISSN:1523-7060
1523-7052
DOI:10.1021/ol501990t