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Synfacts 2010(6): 0692-0692  
DOI: 10.1055/s-0029-1219974
Metal-Catalyzed Asymmetric Synthesis and Stereoselective Reactions
© Georg Thieme Verlag Stuttgart ˙ New York

Nickel-Catalyzed Vinylogous Mannich and Michael Reactions

Contributor(s): Hisashi Yamamoto, Jiajing Tan
N. E. Shepherd, H. Tanabe, Y. Xu, S. Matsunaga*, M. Shibasaki*
The University of Tokyo, Japan
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Publication History

Publication Date:
20 May 2010 (online)

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Significance

The authors reported that the homodinuclear Ni2/Schiff base complex could catalyze the vinylogous Mannich-type reaction of N-Boc imines as well as the vinylogous Michael reaction of nitroalkenes selectively at the γ-position under simple proton-transfer conditions, giving the desired products in high yields and with excellent diastereo- and enantioselectivity.