Trifluoroacetic anhydride promoted tandem conjugate addition of boronic acids/acetal ring opening |
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| Authors: | Roscales Silvia Csáky Aurelio G |
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| Institution: | Laboratorio de Síntesis Orgánica, Unidad de Cartografía Cerebral, Instituto Pluridisciplinar, Universidad Complutense, 28040 Madrid, Spain. |
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| Abstract: | A new stereoselective tandem reaction consisting of the metal-free conjugate addition of boronic acids followed by an intramolecular ring opening of a cyclic acetal has been disclosed. Optically pure polysubstituted tetrahydropyrans have been synthesized diastereoselectively by this new reaction. Two new C-C bonds and up to three stereocenters are formed in a single step, allowing the generation of quaternary stereocenters. |
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