Chemoselective palladium-catalyzed α-allylation of α-boryl aldehydes.
Herein we report the development of an α-allylation reaction of α-boryl aldehydes that preserves the carbon-boron bond under Pd(0)/Pd(II) catalysis. A variety of α-boryl aldehydes and allylic alcohols participate in this chemoselective transformation. The α-allylated products were obtained as single regioisomers.
Davenport Research Laboratories, Department of Chemistry, University of Toronto, 80 St. George Street, Toronto, Ontario M5H 3H5, Canada.
Jeffrey D
JD
St Denis
Zhi
Z
He
Andrei K
AK
Yudin
D000447:Aldehydes / Q000737:chemistry*; D000498:Allyl Compounds / Q000138:chemical synthesis* / Q000737:chemistry; D001896:Boron Compounds / Q000737:chemistry*; D002384:Catalysis; D015394:Molecular Structure; D009942:Organometallic Compounds / Q000737:chemistry*; D010165:Palladium / Q000737:chemistry*; D013237:Stereoisomerism
D000447:Aldehydes; D000498:Allyl Compounds; D001896:Boron Compounds; D009942:Organometallic Compounds; D010165:Palladium