abs

학술발표회초록보기

초록문의 abstract@kcsnet.or.kr

결제문의 member@kcsnet.or.kr

현재 가능한 작업은 아래와 같습니다.
  • 09월 05일 13시 이후 : 초록수정 불가능, 일정확인 및 검색만 가능

Total synthesis of Amayllidaceae alkaloids through the highly stereoselective Diels-Alder cycloadditions of 3,5-dibromo-2-pyrone

등록일
2007년 9월 7일 15시 11분 54초
접수번호
1610
발표코드
금15D2심 이곳을 클릭하시면 발표코드에 대한 설명을 보실 수 있습니다.
발표시간
금 09시 : 55분
발표형식
심포지엄
발표분야
유기화학 - Development of New Methodologies and Total Synthesis of Bioactive Natural Products
저자 및
공동저자
조천규
한양대학교 화학과,
The naturally occurring isocarbostryls, narciclasine, lycoricidine and pancratistatin, isolated primarily from the plant genus Amaryllidaceae, have attracted a tremendous attention over the past decades, due in part to their highly potent antitumor activities. trans-Dihydronarciclasine, isolated from the Chinese medicinal plant Zephyranthes candida, is of particular interest as it exhibits even higher potency, 2 to 10-fold, than pancratistatin. Utilizing highly endo-selective Diels-Alder cycloaddition of 3,5-dibromo-2-pyrone with a styrene dienophile, we have achieved the first total synthesis of (±)-trans-dihydronarciclasine in 15.8% total yield over 11 steps. The synthetic steps have been further shortened to 8 steps with the prior incorporation of ester group onto the aromatic ring of the styrene dienophile. We have also found that the above strategy can be readily applied to the total synthesis of galanthamine, the parent member of the galanthamine-type amaryllidaceae alkaloids, isolated from several plants including daffodil bulbs.

상단으로