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ORGANIC LETTERS
卷 4, 期 25, 页码 4519-4522出版社
AMER CHEMICAL SOC
DOI: 10.1021/ol027048x
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资金
- NCI NIH HHS [CA27489] Funding Source: Medline
[GRAPHICS] One-pot asymmetric Mannich-hydrocyanation reactions are described. Reaction of unmodified aldehydes with MPMP-protected alpha-imino ethyl glyoxylate in the presence of catalytic amounts of L-proline followed by the addition of Et2AlCN provided highly enantiomerically pure beta-cyanohydroxymethyl alpha-amino acid derivatives possessing three contiguous stereogenic centers as single diastereomers (93-99% ee). Control of reaction temperature during the cyanation step directed whether cyclization of the products to lactones occurred.
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