Diastereoselective room-temperature Pd-catalyzed alpha-arylation and vinylation of arylmandelic acid derivatives.
Palladium-catalyzed alpha-arylation and vinylation of dioxolane (S,S)-I, easily obtained from (S)-mandelic acid, proceeds with high yields and excellent diastereoselectivity at room temperature employing commercially available P(t-Bu)(3).HBF(4) and Pd(OAc)(2) as a catalytic precursor system. This method displays general utility for a large variety of aryl, heteroaryl, and vinyl bromides.
Jiang
Lei
L
Institute of Chemical Research of Catalonia (ICIQ), Av. Paisos Catalans 16, 43007 Tarragona, Spain.
Weist
Stefan
S
Jansat
Susanna
S
D002384:Catalysis; D020650:Combinatorial Chemistry Techniques; D004148:Dioxolanes / Q000138:chemical synthesis / Q000737:chemistry*; D006576:Heterocyclic Compounds, 4 or More Rings / Q000138:chemical synthesis* / Q000737:chemistry; D008333:Mandelic Acids / Q000737:chemistry*; D015394:Molecular Structure; D010165:Palladium / Q000737:chemistry*; D013237:Stereoisomerism; D013696:Temperature
D004148:Dioxolanes; D006576:Heterocyclic Compounds, 4 or More Rings; D008333:Mandelic Acids; D010165:Palladium