Total syntheses of (±)-crinane, (±)-crinamine and (±)-6a-epi-crinamine via the regioselective Stille coupling and Diels-Alder reaction of 3,5-dibromo-2-pyrone
DC Field | Value | Language |
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dc.contributor.author | 조천규 | - |
dc.date.accessioned | 2021-08-03T23:53:35Z | - |
dc.date.available | 2021-08-03T23:53:35Z | - |
dc.date.issued | 20080418 | - |
dc.identifier.uri | https://scholarworks.bwise.kr/hanyang/handle/2021.sw.hanyang/65117 | - |
dc.description.abstract | Belonging to the Amarylidaceae natural product family, the crinane-type alkaloids 1 - 3 elicit continuing interest in the synthetic community due in part to their intriguing physiological activities as exemplified by the recent study unveiling the highly selective apoptosis induction properties of crinamine 2 and haemanthamine 3 against tumor cells at as low as micromolar concentration. We have devised a new synthetic route to (±)-crinine, crinamine as well as 6a-epi-crinamine from 3,5-dibromo-2-pyrone, via the regioselective synthesis and Diels-Alder cycloaddition of 3-(3,4-methylenedioxy-phenyl)-5-bromo-2-pyrone with TBS vinyl ether. Noted is that the vinyl bromide can be used as a handle for further derivatization. | - |
dc.title | Total syntheses of (±)-crinane, (±)-crinamine and (±)-6a-epi-crinamine via the regioselective Stille coupling and Diels-Alder reaction of 3,5-dibromo-2-pyrone | - |
dc.type | Conference | - |
dc.citation.conferenceName | 101회 대한화학회 춘계정기총회 | - |
dc.citation.conferencePlace | 일산 KINTEX | - |
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