Journal
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
Volume 131, Issue 26, Pages 9168-+Publisher
AMER CHEMICAL SOC
DOI: 10.1021/ja903566u
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- Grants-in-Aid for Scientific Research [20685008] Funding Source: KAKEN
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Catalytic asymmetric 1,4-additions of 3-substituted oxindoles to beta-aryl, beta-heteroaryl, and beta-alkenyl nitroalkenes are described. A new homodinuclear Mn-2(OAc)(2)-Schiff base 1 complex was required to realize high diastereo- and enantioselectivity. Mn-2(OAc)(2)-1 (1-5 mol %) promoted the 1,4-additions in 99-83% yield, 96-85% ee, and >30:1-5:1 dr at room temperature, providing useful chiral building blocks for the synthesis of beta-aminooxindoles with vicinal quaternary/tertiary carbon stereocenters.
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