European Journal of Organic Chemistry · 2012 · 21 citations · 9 references
Derivative (Chemistry)Vic ‐Diketo EstersEngineeringOrganic ChemistryComplementary RegioselectivityChemistryHeterocycle ChemistryPharmacologyAsymmetric CatalysisChemical DerivativeSynthetic ChemistryEnantioselective SynthesisBiomolecular EngineeringDiastereoselective CrotylborationVic ‐Diketoamides
Abstract Crotylboration of vic ‐diketoamides and vic ‐diketo esters was achieved with high diastereoselectivity and complementary regioselectivity. Whereas ( E )‐crotylboration of α,β‐diketoamides resulted in high yields (91–99 %) of β‐crotylated products obtained as a single diastereomer ( anti ), Lewis acid promoted crotylboration of α,β‐diketo esters yielded the α‐crotylated species with the anti product as main diastereomer.
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Tatsuo Ishiyama, Taka‐aki Ahiko, Norio Miyaura · Journal of the American Chemical Society · 2002 · 166 citations
Cross-coupling Reaction, Engineering, Pinacol Allylboronic Esters +15