(E)-beta-Borylstyrene in the Diels-Alder Reaction with 3,5-Dibromo-2-pyrone for the Syntheses of (+/-)-1-epi-Pancratistatin and (+/-)- Pancratistatin

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초록

New synthetic routes to (+/-)-1-epi-pancratistatin and (+/-)-pancratistatin were devised using (E)-beta-borylstyrene as a dienophile for the key Diels-Alder reaction with 3,5-dibromo-2-pyrone. The boronate in the cycloadduct was oxidized to provide the pivotal C1-hydroxyl group of the titled compounds.

키워드

ANTINEOPLASTIC AGENTS(+)-PANCRATISTATINCYCLOADDITIONALKALOIDS(+)-NARCICLASINE(+/-)-CRININENARCICLASINE
제목
(E)-beta-Borylstyrene in the Diels-Alder Reaction with 3,5-Dibromo-2-pyrone for the Syntheses of (+/-)-1-epi-Pancratistatin and (+/-)- Pancratistatin
저자
Cho, Hyun-KyuLim, Hwa-YeonCho, Cheon-Gyu
DOI
10.1021/ol4028623
발행일
2013-11
유형
Article
저널명
Organic Letters
15
22
페이지
5806 ~ 5809