Synthesis of quaternary carbon centers via hydroformylation.
The application of hydroformylation to the synthesis of quaternary carbon centers is reported. The synthesis of the highly substituted carbon is achieved by applying a catalytic amount of 1. Ligand 1 serves as a catalytic directing group by covalently and reversibly binding to both the substrate and catalyst. The intramolecular nature of the directing group strategy accelerates the hydroformylation reaction such that the reaction is performed at mild temperatures (35-55 degrees C) and with excellent regioselectivity (b:l > 94:6).
Sun
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X
Department of Chemistry, Merkert Chemistry Center, Boston College, Chestnut Hill, Massachusetts 02467, USA.
Frimpong
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K
Tan
K L
KL
D000080:Acetals / Q000138:chemical synthesis* / Q000737:chemistry; D000438:Alcohols / Q000737:chemistry*; D000475:Alkenes / Q000737:chemistry*; D002264:Carboxylic Acids / Q000138:chemical synthesis* / Q000737:chemistry; D003500:Cyclization; D008024:Ligands; D015394:Molecular Structure; D013237:Stereoisomerism; D013696:Temperature
D000080:Acetals; D000438:Alcohols; D000475:Alkenes; D002264:Carboxylic Acids; D008024:Ligands