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Synfacts 2009(1): 0067-0067  
DOI: 10.1055/s-0028-1087440
Metal-Catalyzed Asymmetric Synthesis and Stereoselective Reactions
© Georg Thieme Verlag Stuttgart ˙ New York

Nickel(II)/Chiral Nitrogen Oxide Catalyzed Oxa-Michael Addition

Contributor(s): Hisashi Yamamoto, Pingfan Li
L. Wang, X. Liu, Z. Dong, X. Fu, X. Feng*
Sichuan University, Chengdu, P. R. of China
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Publikationsverlauf

Publikationsdatum:
18. Dezember 2008 (online)

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Significance

The nickel(II)-catalyzed enantioselective intramolecular oxa-Michael addition is reported. The ligand of choice is a novel chiral N,N -dioxide compound derived from l-ramiprol backbone with a three-carbon linker chain. Good to excellent ee values (up to 99%) are obtained under mild reaction conditions, and the reaction is tolerant to both air and moisture.