474758-24-2Relevant academic research and scientific papers
Rhodium-catalyzed acylation of vinylsilanes with acid anhydrides
Yamane, Motoki,Uera, Kazuyoshi,Narasaka, Koichi
, p. 477 - 486 (2007/10/03)
A catalytic acylation of vinylsilane with acid anhydride is accomplished by the use of [RhCl(CO)2]2, in which the transmetalation between vinylsilane and rhodium(I) carbonyl complex plays a key role. The application of this acylation reaction to (1-acyloxyvinyl)silanes provides synthetic methods for α-acyloxy enones, α-diketones, and their derivatives.
2-Pyridyldimethylsilyl Group as a Removable Hydrophilic Group in Aqueous Organic Reactions: Formation of Molecular Aggregates and Dramatic Rate Enhancement in Diels-Alder Reactions
Itami, Kenichiro,Nokami, Toshiki,Yoshida, Jun-Ichi
, p. 441 - 451 (2007/10/03)
A novel methodology for aqueous organic reactions utilizing a 2-pyridyldimethylsilyl (2-PyMe2Si) group as a removable hydrophilic group has been developed. It was found that 1,3-dienes bearing the 2-PyMe2Si group form molecular aggregates in water when 1.0 equivalent of HCl was added, as evidenced by dynamic light-scattering experiments. The Diels-Alder reaction of 2-PyMe2Si-substituted 1,3-dienes with various dienophiles took place in water at room temperature. The Diels-Alder reaction in organic solvents (Et2O/toluene) under the same reaction temperature and time gave the cycloadduct in much lower yield, indicating the dramatic rate acceleration in water. The removal of the 2-PyMe2Si group was accomplished by desilylation, oxidation, and electrophilic substitution.
