期刊
ORGANIC LETTERS
卷 14, 期 20, 页码 5192-5195出版社
AMER CHEMICAL SOC
DOI: 10.1021/ol302309c
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资金
- Duke University
- NSF [NSF 1012287]
- Division Of Chemistry
- Direct For Mathematical & Physical Scien [1305821] Funding Source: National Science Foundation
The first asymmetric total synthesis of the marine natural product apratoxin D, a highly potent inhibitor of H-460 human lung cancer cell growth (IC50 value of 2.6 nM), is described. Asymmetric N-amino cyclic carbamate (ACC) alpha,alpha-bisalkylation was utilized to establish the isolated C-37 methyl group with excellent selectivity. Other key asymmetric transformations employed were an Evans syn-aldol and a Paterson anti-aldol, both of which also proceeded with excellent stereoselectivity.
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