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제122회 대한화학회 학술발표회, 총회 및 기기전시회 안내 Total synthesis of natural product Ningalin C

등록일
2018년 8월 30일 16시 34분 25초
접수번호
2123
발표코드
ORGN.P-273 이곳을 클릭하시면 발표코드에 대한 설명을 보실 수 있습니다.
발표시간
10월 18일 (목요일) 11:00~12:30
발표형식
포스터
발표분야
Organic Chemistry
저자 및
공동저자
WooHyung Kim
Hanyang University, Korea

Abstract Ningalin C is polar highly-colored alkaloid isolated in 1997 from dark purple Didemnum sp in Ningaloo Reef region at the northwest cape of Western Australia in the form of Dark-red amorphous powder.1 Reaction between 5-bromo-3methyl-2-pyrone and dimethoxy benzyne gave us synthetically useful naphthalene for natural product synthesis. With this naphthalene, we were able to synthesize key intermediates effectively. From those key intermediates, we recently had successfully synthesized ningalin D and G.2 Recently, we have further extended the above strategy and completed the synthesis of ningalin C. The key to the success was the assembly of the indole through the successive C-N coupling reactions. Functional group transformations, oxidations and necessary substituents allowed the synthesis of the title natural product, ningalin C. Reference 1. Heonjoong Kang.; William Fenical. J. Org. Chem. 1997, 62, 3254. 2. Kim, J.-Y.; Kim, D.-H.; Jeon, T.-H.; Kim, W.-H.; Cho, C.-G. Org. Lett. 2017, 19, 4688.


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