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학술발표회초록보기

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  • 03월 02일 17시 이후 : 초록수정 불가능, 일정확인 및 검색만 가능

제109회 대한화학회 학술발표회, 총회 및 기기전시회 안내 Total synthesis of pareitropone and its analogs via intramolecular radical coupling

등록일
2012년 2월 23일 14시 46분 42초
접수번호
1439
발표코드
ORGN.O-8 이곳을 클릭하시면 발표코드에 대한 설명을 보실 수 있습니다.
발표시간
금 11시 : 44분
발표형식
구두발표
발표분야
유기화학 - Oral Presentation for Young Organic Chemists
저자 및
공동저자
김현정, 김영규, 신나라
서울대학교 화학생물공학부, Korea

Tropoloisoquinoline alkaloids have been attractive synthetic targets due to their unique architecture and potent cytotoxicity. Pareitropone, the most effective tropoloisoquinoline against the leukemia P388 cell line (IC50 = 2.7 nM), was first chemically synthesized via alkynyliodonium chemisty by Feldman and coworkers in 2002. We have completed the second total synthesis of pareitropone via intramolecular radical coupling of phenolic nitronate. Starting from vanillins, properly substituted biaryl aldehydes were prepared by Suzuki coupling and introduction of nitroalkyl(or nitroalkenyl) group afforded the cyclization precursors. To investigate how the methoxy substituents affect the biological activities, several analogs of pareitropone have been prepared and all the compounds were synthesized by the intramolecular radical coupling as a key reaction.


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