Asymmetric Mannich Reaction of Imines Derived from Aliphatic and Aromatic Aldehydes Catalyzed by Diarylprolinol Silyl Ether

Anti Mannich, try this! A direct asymmetric Mannich reaction catalyzed by a diarylprolinol silyl ether was developed to afford the anti‐Mannich product with excellent enantioselectivity. Imines derived from both aliphatic and aromatic aldehydes were successfully used to obtain the synthetically impo...

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Veröffentlicht in:Chemistry : a European journal 2011-07, Vol.17 (30), p.8273-8276
Hauptverfasser: Urushima, Tatsuya, Ishikawa, Hayato, Hayashi, Yujiro
Format: Artikel
Sprache:eng
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Zusammenfassung:Anti Mannich, try this! A direct asymmetric Mannich reaction catalyzed by a diarylprolinol silyl ether was developed to afford the anti‐Mannich product with excellent enantioselectivity. Imines derived from both aliphatic and aromatic aldehydes were successfully used to obtain the synthetically important β‐amino aldehydes (see scheme; Ts=tosyl). The reaction can also be performed in the presence of water.
ISSN:0947-6539
1521-3765
DOI:10.1002/chem.201101077