Malkoch Michael, Hallman Kristina, Lutsenko Serghey, Hult Anders, Malmström Eva, Moberg Christina
Department of Fiber and Polymer Technology and Department of Chemistry, Organic Chemistry, Royal Institute of Technology, SE-100 44 Stockholm, Sweden.
J Org Chem. 2002 Nov 15;67(23):8197-202. doi: 10.1021/jo0200116.
First to fourth generation dendritic substituents based on 2,2-bis(hydroxymethyl)propionic acid and (1R,2S,5R)-menthoxyacetic acid were attached to 2-(hydroxymethyl)pyridinooxazoline and bis[4-(hydroxymethyl)oxazoline] compounds. The new ligands obtained were assessed in palladium-catalyzed allylic alkylations. The first type of ligands exhibited enantioselectivity similar to that of a benzoyl ester derivative, whereas the latter type of ligands afforded products with higher selectivity than the analogous benzoyl ester. The activity of the dendritic catalysts decreased with increasing generation.
基于2,2-双（羟甲基）丙酸和（1R,2S,5R）-薄荷氧基乙酸的第一代至第四代树枝状取代基连接到2-（羟甲基）吡啶基恶唑啉和双[4-（羟甲基）恶唑啉]化合物上。对所得到的新配体进行了钯催化的烯丙基烷基化反应评估。第一类配体表现出与苯甲酰酯衍生物相似的对映选择性，而后者配体得到的产物比类似的苯甲酰酯具有更高的选择性。树枝状催化剂的活性随着代数的增加而降低。
