Remarkable steric effect in palladium-catalyzed Grignard coupling: region- and stereoselective monoalkylation and -arylation of 1,1-dichloro-1-alkenes

Journal Article · Wed Feb 18 00:00:00 EST 1987 · J. Am. Chem. Soc.; (United States)

DOI:https://doi.org/10.1021/ja00238a052· OSTI ID:6813092

Minato, A; Suzuki, K; Tamao, K

Functionalized carbon chain elongation has been a central concern in transition-metal complex catalyzed carbon-carbon bond-forming reactions. As part of their continued studies on the palladium-phosphine complex catalyzed selective monoalkylation of organic polyhalides, they report here the first success in the regio- and stereoselective monoalkylation and -arylation of 1,1-dichloro-1-alkenes by Grignard or organozinc reagents in the presence of (PdCl/sub 2/(dppb)), dppb = Ph/sub 2/P(CH/sub 2/)/sub 4/PPh/sub 2/, as a catalyst to produce 1-substituted (Z)-1-chloro-1-alkenes.

• Research Organization: Kyoto Pharmaceutical Univ., Japan
• OSTI ID: 6813092
• Journal Information: J. Am. Chem. Soc.; (United States), Vol. 109:4
• Country of Publication: United States
• Language: English

Related Subjects

37 INORGANIC
ORGANIC
PHYSICAL AND ANALYTICAL CHEMISTRY
ALKYLATION
CATALYSIS
CHLORINATED ALIPHATIC HYDROCARBONS
PALLADIUM
CATALYTIC EFFECTS
ALKENES
CATALYSTS
EXPERIMENTAL DATA
GRIGNARD REAGENTS
STEREOCHEMISTRY
ALKALINE EARTH METAL COMPOUNDS
CHEMICAL REACTIONS
DATA
ELEMENTS
HALOGENATED ALIPHATIC HYDROCARBONS
HYDROCARBONS
INFORMATION
MAGNESIUM COMPOUNDS
METALS
NUMERICAL DATA
ORGANIC CHLORINE COMPOUNDS
ORGANIC COMPOUNDS
ORGANIC HALOGEN COMPOUNDS
ORGANOMETALLIC COMPOUNDS
PLATINUM METALS
TRANSITION ELEMENTS
400201* - Chemical & Physicochemical Properties