Enantioselective organocatalyzed Henry reaction with fluoromethyl ketones?

Chemical Communications Pub Date: 2008-07-24 DOI: 10.1039/B807640E

Abstract

Remarkable generality in scope of new C9-benzoylcupreines bearing electron-withdrawing substituents for the nitroaldol condensation with fluoromethyl ketones is presented. Both tri- and difluoromethyl ketones provided excellent levels of stereoinduction (ee 76–99%) under mild reaction conditions and low loading of catalyst (1–5 mol%).

Graphical abstract: Enantioselective organocatalyzed Henry reaction with fluoromethyl ketones
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