Abstract
A versatile procedure for the γ –vinylogous aldol reaction of the dioxinone–derived silyl enolether, via enolate activation with an appropriate neutral Lewis base, was formulated. High levels of diastereo– and enantioselectivity using chiral 2–methylsulfinyl benzaldehyde were obtained, pointing out the dual role of the methylsulfinyl group as incorporated chiral inductor and activator of the silyloxydiene in the stereoselective vinylogous aldol reaction.
Keywords: Vinylogous, sulfoxide, Lewis Bases, asymmetric–induction, silyloxydiene.
Call for Papers in Thematic Issues
Catalytic C-H bond activation as a tool for functionalization of heterocycles
The major topic is the functionalization of heterocycles through catalyzed C-H bond activation. The strategies based on C-H activation not only provide straightforward formation of C-C or C-X bonds but, more importantly, allow for the avoidance of pre-functionalization of one or two of the cross-coupling partners. The beneficial impact of ...read more
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