Remarkable steric effect in palladium-catalyzed Grignard coupling: region- and stereoselective monoalkylation and -arylation of 1,1-dichloro-1-alkenes
Journal Article
·
· J. Am. Chem. Soc.; (United States)
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), Journal Name: J. Am. Chem. Soc.; (United States) Vol. 109:4; ISSN JACSA
- Country of Publication:
- United States
- Language:
- English
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Related Subjects
37 INORGANIC, ORGANIC, PHYSICAL, AND ANALYTICAL CHEMISTRY
400201* -- Chemical & Physicochemical Properties
ALKALINE EARTH METAL COMPOUNDS
ALKENES
ALKYLATION
CATALYSIS
CATALYSTS
CATALYTIC EFFECTS
CHEMICAL REACTIONS
CHLORINATED ALIPHATIC HYDROCARBONS
DATA
ELEMENTS
EXPERIMENTAL DATA
GRIGNARD REAGENTS
HALOGENATED ALIPHATIC HYDROCARBONS
HYDROCARBONS
INFORMATION
MAGNESIUM COMPOUNDS
METALS
NUMERICAL DATA
ORGANIC CHLORINE COMPOUNDS
ORGANIC COMPOUNDS
ORGANIC HALOGEN COMPOUNDS
ORGANOMETALLIC COMPOUNDS
PALLADIUM
PLATINUM METALS
STEREOCHEMISTRY
TRANSITION ELEMENTS
400201* -- Chemical & Physicochemical Properties
ALKALINE EARTH METAL COMPOUNDS
ALKENES
ALKYLATION
CATALYSIS
CATALYSTS
CATALYTIC EFFECTS
CHEMICAL REACTIONS
CHLORINATED ALIPHATIC HYDROCARBONS
DATA
ELEMENTS
EXPERIMENTAL DATA
GRIGNARD REAGENTS
HALOGENATED ALIPHATIC HYDROCARBONS
HYDROCARBONS
INFORMATION
MAGNESIUM COMPOUNDS
METALS
NUMERICAL DATA
ORGANIC CHLORINE COMPOUNDS
ORGANIC COMPOUNDS
ORGANIC HALOGEN COMPOUNDS
ORGANOMETALLIC COMPOUNDS
PALLADIUM
PLATINUM METALS
STEREOCHEMISTRY
TRANSITION ELEMENTS