期刊
JOURNAL OF ORGANIC CHEMISTRY
卷 75, 期 24, 页码 8728-8731出版社
AMER CHEMICAL SOC
DOI: 10.1021/jo102038q
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资金
- University of Auckland
An efficient stereoselective synthesis of fully protected (2S,4R)-4-methylpipecolic acid has been developed. The synthesis was achieved by initial asymmetric a-alkylation of glycine with a chiral iodide, affording the linear precursor as a single stereoisomer. Subsequent aldehyde formation using OsO4/NaIO4 followed by immediate intramolecular cyclization afforded an enamine that was then subjected to hydrogenation to give the final compound in 23% yield over 10 steps.
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