Palladium-Catalyzed Asymmetric Amination and Imidation of 2,3-Allenyl Phosphates

Asymmetric amination of 2,3-allenyl phosphates with nitrogen nucleophiles such as amines, hydroxylamines, and imides can be performed efficiently using a combination of zerovalent palladium complexes and SEGPHOS or MeOBIPHEP ligand, affording the corresponding optically active 1-aminated derivatives...

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Bibliographic Details
Published in:Organic letters 2005-12, Vol.7 (26), p.5837-5839
Main Authors: Imada, Yasushi, Nishida, Masayuki, Kutsuwa, Koji, Murahashi, Shun-Ichi, Naota, Takeshi
Format: Article
Language:English
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Summary:Asymmetric amination of 2,3-allenyl phosphates with nitrogen nucleophiles such as amines, hydroxylamines, and imides can be performed efficiently using a combination of zerovalent palladium complexes and SEGPHOS or MeOBIPHEP ligand, affording the corresponding optically active 1-aminated derivatives with enantiomeric excess of up to 97% ee.
ISSN:1523-7060
1523-7052
DOI:10.1021/ol0523502