期刊
ORGANIC & BIOMOLECULAR CHEMISTRY
卷 7, 期 24, 页码 5067-5073出版社
ROYAL SOC CHEMISTRY
DOI: 10.1039/b915796d
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资金
- National Institutes of General Medical Sciences [GM 57870]
- NATIONAL INSTITUTE OF GENERAL MEDICAL SCIENCES [R01GM057870, R56GM057870] Funding Source: NIH RePORTER
The first total asymmetric synthesis of the poison frog alkaloid (-)-221T, a 5,6,8-trisubstituted indolizidine is described. The key core piperidine ring was constructed via an acid catalyzed intramolecular cascade Mannich cyclization reaction of a N-sulfinyl syn-alpha-methyl beta-amino ketone and crotonaldehyde. The b-amino ketone was prepared via the reaction of prochiral lithium Weinreb amide enolate with an enantiopure N-2,4,6-triisopropylphenylsulfinyl imine.
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