Mixed La-Li heterobimetallic complexes for tertiary nitroaldol resolution |
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| Authors: | Keiichi Hara Masakatsu Shibasaki |
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| Affiliation: | Graduate School of Pharmaceutical Sciences, The University of Tokyo, Hongo 7-3-1, Bunkyo-ku, Tokyo 113-0033, Japan |
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| Abstract: | Full details of the kinetic resolution of tertiary nitroaldols derived from simple ketones are described. Mixed BINOL/biphenol La-Li heterobimetallic complexes gave the best selectivity in retro-nitroaldol reactions of racemic tertiary nitroaldols. Using a 2:1 mixture of La-Li3-(binaphthoxide 1a)3 complex (LLB) and La-Li3-(biphenoxide 1e)3 complex, chiral tertiary nitroaldols were obtained in 80-97% ee and 30-47% recovery yield. Transformations of products were also investigated. |
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| Keywords: | Asymmetric catalysis Bifunctional catalysis Kinetic resolution Nitroaldol Tertiary alcohol |
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