Richmond Meaghan L, Seto Christopher T
Department of Chemistry, Brown University, 324 Brook Street, Box H, Providence, Rhode Island 02912, USA.
J Org Chem. 2003 Sep 19;68(19):7505-8. doi: 10.1021/jo0349375.
A new series of modular chiral ligands that are derived from amino acids were prepared and tested for their ability to catalyze the asymmetric addition of alkylzinc reagents to aromatic and aliphatic aldehydes. The ligands contain a tertiary amine, an amino acid side chain, and a carbamate or amide functional group. One ligand, which was synthesized from Ile, catalyzes the addition of diethylzinc to cyclohexanecarboxaldehyde in 99% ee.
制备了一系列新的由氨基酸衍生而来的模块化手性配体，并测试了它们催化烷基锌试剂对芳香醛和脂肪醛进行不对称加成的能力。这些配体含有叔胺、氨基酸侧链以及氨基甲酸酯或酰胺官能团。其中一种由异亮氨酸合成的配体，能以99%的对映体过量催化二乙基锌与环己烷甲醛的加成反应。
