Abstract
A kinetic resolution of tertiary nitroaldols derived from simple ketones is described. Mixed BINOL/biphenol La-Li heterobimetallic complexes gave the best selectivity in retro-nitroaldol reactions of racemic tertiary nitroaldols. By using a mixture of La-Li3-(1a)3 complex (LLB 2a) and La-Li3-(1b)3 (LLB* 2b) complex in a ratio of 2/1, chiral tertiary nitroaldols were obtained in 80-97% ee and 30-47% recovery yield.
Publication types
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Research Support, Non-U.S. Gov't
MeSH terms
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Alcohols / chemistry
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Alcohols / isolation & purification*
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Hydrogen / chemistry
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Ketones / chemistry
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Lanthanum / chemistry*
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Lithium / chemistry*
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Naphthols / chemistry
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Nitro Compounds / chemistry
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Nitro Compounds / isolation & purification*
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Oxidation-Reduction
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Spectrometry, Mass, Electrospray Ionization
Substances
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Alcohols
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BINOL, naphthol
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Ketones
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Naphthols
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Nitro Compounds
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Lanthanum
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Hydrogen
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Lithium