Gallium(III)- and calcium(II)-catalyzed Meyer-Schuster rearrangements followed by intramolecular aldol condensation or endo-Michael addition
The first gallium- and calcium-catalyzed Meyer-Schuster rearrangements are described. Under substrate control, the incipient conjugated ketones can be trapped intramolecularly by β-keto esters or amides to yield cyclic products after aldol condensation or endo-Michael addition. An interesting additi...
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Veröffentlicht in: | Chemical communications (Cambridge, England) England), 2015-03, Vol.51 (25), p.5318-5321 |
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Format: | Artikel |
Sprache: | eng |
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Zusammenfassung: | The first gallium- and calcium-catalyzed Meyer-Schuster rearrangements are described. Under substrate control, the incipient conjugated ketones can be trapped intramolecularly by β-keto esters or amides to yield cyclic products after aldol condensation or endo-Michael addition. An interesting additive effect that promotes the latter tandem process with calcium has been found. |
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ISSN: | 1359-7345 1364-548X |
DOI: | 10.1039/c4cc09514f |