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Versatile Fluorinated Building Blocks by Stereoselective (Per)fluoroalkenylation of Ketones
Author(s) -
Ye Fei,
Zhang Shaoke,
Wei Zhihong,
Weniger Florian,
Spannenberg Anke,
Taeschler Christoph,
Ellinger Stefan,
Jiao Haijun,
Neumann Helfried,
Beller Matthias
Publication year - 2020
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.201901717
Subject(s) - stereoselectivity , chemistry , combinatorial chemistry , amine gas treating , scalability , substrate (aquarium) , molecule , nanotechnology , organic chemistry , catalysis , computer science , oceanography , materials science , database , geology
The synthesis of fluorinated compounds is of increasing importance for the preparation of new pharmaceuticals and agrochemicals. For this purpose, the development of general and selective synthetic methods, which allow the preparation of versatile and scalable building blocks, is required. In this respect, here we report a facile and practical method for the stereoselective synthesis of fluoroalkylated β‐fluoroenones from ubiquitous ketones. The presented transition‐metal‐free procedure makes use of an amine promoter and easily available starting materials. It features broad substrate diversity with excellent stereoselectivity. In general, this novel strategy provides a facile synthesis of structurally diverse (per)fluoroalkylated β‐fluoroenones, which can be further transformed to various potentially bioactive molecules in a straightforward manner.