Journal
ORGANIC LETTERS
Volume 2, Issue 6, Pages 867-870Publisher
AMER CHEMICAL SOC
DOI: 10.1021/ol005636+
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- NIGMS NIH HHS [GM-43214] Funding Source: Medline
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Highly enantioselective addition of HCN to ketoimines has been achieved for the first time using readily accessible and recyclable Schiff base catalysts. Essentially quantitative isolated yield and enantioselectivity of up to 95% ee was obtained. Furthermore, some of the Strecker adducts could be recrystallized in high recovery, yielding optically pure materials. Conversion of the alpha-aminonitrile adducts to the corresponding alpha-quaternary alpha-amino acids was effected in high yield by a formylation/hydrolysis sequence.
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