期刊
ORGANIC LETTERS
卷 21, 期 3, 页码 648-651出版社
AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.8b03777
关键词
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资金
- CPRIT [RP180457]
- Welch Foundation [I-1612]
Dysoline, a novel chromone alkaloid isolated from Dysoxylum binectariferum, was reported to have selective cytotoxicity for HT1080 fibrosarcoma cells (IC50 of 0.21 mu M). Given the scarcity of natural material, a concise synthesis of (+)-dysoline was developed, allowing for further biological evaluation. An enantioselective nucleophile-catalyzed aldol lactonization formed the piperidine ring with control of relative and absolute stereochemistry. Construction of the C6-chromone core with complete regioselectivity was achieved using a Danheiser benzannulation.
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