期刊
JOURNAL OF ORGANIC CHEMISTRY
卷 74, 期 6, 页码 2561-2566出版社
AMER CHEMICAL SOC
DOI: 10.1021/jo9000405
关键词
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资金
- FAPESP
- CNPq
- Swiss National Science Foundation (SNF)
- Federal Commission for Technology and Innovation (KTI)
The first synthesis of the natural product (+)-mutisianthol was accomplished in 11 steps and in 21% overall yield from 2-methylanisole. The synthesis of its enantiomer was also performed in a similar overall yield. The absolute configuration of the sesquiterpene (+)-mutisianthol was assigned as (1S,3R). Key steps in the route are the asymmetric hydrogenation of a nonfunctionalized olefin using chiral iridium catalysts and the ring contraction of 1,2-dihydronaphthalenes using thallium(III) or iodine(III). The target molecules show moderate activity against the human tumor cell lines SF-295, HCT-8, and MDA-MB-435.
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