Abstract
A highly diastereoselective synthesis of trifluoromethylated 1,3-dioxanes is described. The reaction proceeds by an addition/oxa-Michael sequence and works efficiently under mild reaction conditions, with a good substrate scope and acceptable to good yields.
Highlights
Liliana Becerra-Figueroa,a Elodie Brun,b Michael Mathieson,b Louis J
The development of new and efficient synthetic methods for this kind of heterocyclic system is at the same time a challenge and very desirable
The reaction substrates are homoallylic alcohols functionalised with a Michael acceptor
Summary
Liliana Becerra-Figueroa,a Elodie Brun,b Michael Mathieson,b Louis J. If the reaction is under thermodynamic control as it is the case with benzaldehyde,[3] the major diastereomer should have all the large substituents at equatorial positions (the two alkyl chains and presumably the trifluoromethyl group).
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