Asymmetric Fluorinative Dearomatization of Tryptophol Derivatives by Chiral Anion Phase-Transfer Catalysis
Asymmetric Fluorinative Dearomatization of Tryptophol Derivatives by Chiral Anion Phase-Transfer Catalysis作者机构：State Key Laboratory of Organometallic Chemistry Shanghai Institute of Organic Chemistry Chinese Academy of Sciences 345 Lingling Lu Shanghai 200032 China School of Pharmacy East China University of Science and Technology 130Mei-Long Road Shanghai 200237 China
出 版 物：《Chinese Journal of Chemistry》 (中国化学（英文版）)
年 卷 期：2018年第36卷第10期
页 面：925-928页
核心收录：
学科分类：081702[工学-化学工艺] 081705[工学-工业催化] 08[工学] 0817[工学-化学工程与技术]
基 金：国家科技攻关计划项目 国家973计划 国家自然科学基金 the Program of Shanghai Subject Chief Scientist the Strategic Priority Research Program the Key Research Program of Frontier Sciences of Chinese Academy of Sciences for generous financial support
主 题：asymmetric catalysis dearomatization fluorination organocatalysis phase-transfer catalysis tryptophol
摘 要：An asymmetric fluorinative dearomatization reaction of tryptophol derivatives was developed via chiral anion phase-transfer catalysis. Vari- ous fluorinated furoindolines were obtained in moderate to excellent yields and enantioselectivity in the presence of Selectfluor. The preliminary mecha- nistic studies suggested the existence of an in situ formed tryptophol boronic ester plays a critical role in determining the enantioselectivity. This method features the facile introduction of a fluorine atom in a highly enantioselective manner and construction of two contiguous quaternary stereogenic cen- ters.
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