期刊
ORGANIC LETTERS
卷 6, 期 20, 页码 3541-3544出版社
AMER CHEMICAL SOC
DOI: 10.1021/ol0485417
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资金
- NCI NIH HHS [CA27489] Funding Source: Medline
A simple and efficient method for the synthesis of highly enantiomerically enriched beta-hydroxy-alpha-amino acid derivatives has been developed. Direct asymmetric aldol reactions of a glycine aldehyde (aminoacetaldehyde) derivative have been performed under organocatalysis using L-proline or (5)-5-pyrrolidine-2-yl-1H-tetrazole. The reactions afforded anti-beta-hydroxy-alpha-amino aldehydes in good yield with high diastereoselectivity (dr up to >100:1) and high enantioselectivity (up to >99.5% ee), which were easily transformed into beta-hydroxy-alpha-amino acid derivatives.
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