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  • 02월 22일 16시 이후 : 초록수정 불가능, 일정확인 및 검색만 가능

Total syntheses of (±)-crinane, (±)-crinamine and (±)-6a-epi-crinamine via the regioselective Stille coupling and Diels-Alder reaction of 3,5-dibromo-2-pyrone

등록일
2008년 2월 14일 14시 36분 35초
접수번호
1391
발표코드
32P243포 이곳을 클릭하시면 발표코드에 대한 설명을 보실 수 있습니다.
발표시간
금 <발표Ⅴ>
발표형식
포스터
발표분야
유기화학
저자 및
공동저자
장재혁, 구엔탕탐, 조천규
한양대학교 화학과,

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.


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