Monash University, Clayton, 3800, Melbourne, Australia.
Org Biomol Chem. 2013 Sep 28;11(36):6150-60. doi: 10.1039/c3ob40800k.
C-C bond fragmentation of structurally diverse carbocycles has been applied to the divergent synthesis of dendrimers. The fragmentation has been paired to deprotection or thio-Michael reaction, allowing the preparation of a fourth generation dendrimer of narrow molecular weight distribution. Methodologies to increase water solubility have been examined using appended carboxylic acid or oligoether moieties. In addition, incorporation of chiral prolinol derivatives has resulted in the synthesis of dendrimers that have been shown to catalyse the α-amination of aldehydes in good yield and modest enantioselectivity.
结构多样的碳环 C-C 键的断键反应已被应用于树状大分子的发散合成。该断键反应与脱保护或硫迈克尔加成反应相结合，允许制备具有窄分子量分布的第四代树状大分子。使用附加的羧酸或聚醚基团研究了提高水溶性的方法。此外，手性脯氨酸衍生物的掺入导致合成了树状大分子，这些树状大分子已被证明能以良好的收率和适度的对映选择性催化醛的α-胺化反应。
