期刊
ORGANIC LETTERS
卷 20, 期 12, 页码 3647-3650出版社
AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.8b01428
关键词
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资金
- NIH NIGMS [GM074825]
- Amgen
- MIT Undergraduate Research Opportunity Program
- National Science Foundation Graduate Fellowship
- Amgen Graduate Research Fellowship
The first enantioselective total synthesis of (-)-vallesine via a strategy that features a late-stage regioselective C17-oxidation followed by a highly stereoselective transannular cyclization is reported. The versatility of this approach is highlighted by the divergent synthesis of the archetypal alkaloid of this family, (+)-aspidospermidine, and an A-ring-oxygenated derivative, (+)-deacetylaspidospermine, the precursor to (-)-vallesine, from a common intermediate.
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