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(2-Fluoroallyl)boration of ketones with (2-fluoroallyl)boronatesстатья
Статья опубликована в высокорейтинговом журнале
Статья опубликована в журнале из списка Web of Science и/или Scopus- Авторы: Novikov Maxim A., Bobrova Angelina, Mezentsev Igor, Medvedev Michael G., Tomilov Yury V.
- Журнал: Journal of Organic Chemistry
- Год издания: 2020
- Издательство: American Chemical Society
- Местоположение издательства: United States
- DOI: 10.1021/acs.joc.9b03445
- Аннотация: Efficient routes toward activation of gem-chlorofluorocyclopropane derived (2-fluoroallyl)boronates for allylboration of various ketones including functionalized and low-reactive ones were developed. Increasing of the boron electrophilicity by transformation of boronate moiety into borinic ester with nBuLi/TFAA, makes (2-fluoroallyl)boration of acetyl arenes/hetarenes and aliphatic ketones possible with high diastereoselectivity. For low-reactive or sterically hindered ketones (e.g. benzophenone, adamantanone), “CuF”-based catalysts were developed — (NHC)CuF·HF and (NHC)CuOTf in the presence of an excess of KHF2 (NHC = IPr, SIPr, Cl2IPr).
- Добавил в систему: Медведев Михаил Геннадьевич