糖質を不斉源とした水溶性光学活性配位子の合成と水溶媒中での触媒的不斉反応への応用

概要

論文の詳細を見る
The development of the catalyst which effectively works in an aqueous system is one of the most important subjects in chemistry mainly due to the economical and environmental concerns. Asymmetric reactions using chiral transition-metal catalyst in water as solvent have attracted a great deal of attention. The immobilization of the catalyst in water is attained by the modification of the catalyst with hydrophilic groups. Carbohydrates have many hydroxyl groups as well as chiral centers in their skeletons, which allow us to make desired chiral structures. Our intensive efforts have been directed to design and prepare new water-soluble chiral ligands for catalytic asymmetric syntheses. The water-soluble novel chiral Rh complexes, such as [Rh (α-or β-TRE-HAP) (cod)] BF<SUB>4</SUB> have been prepared from natural α, α-trehalose or β-D-glucose. They are effective catalysts in the asymmetric hydrogenation of various enamides in water. Since these catalysts can be immobilized in the aqueous phase, simple phase separation after the reaction allows us to reuse the aqueous phase involving the catalyst in further reactions. The highly enantioselective hydrogenation of enamides and itaconic acid has been attained under micellar conditions using [Rh (β-TREHAP) (cod)] BF<SUB>4</SUB> and surfactants.
社団法人有機合成化学協会の論文
2001-03-01