Engineering Research Center of Pharmaceutical Process Chemistry, Ministry of Education, School of Pharmacy, East China University of Science and Technology, 130 Meilong Road, Shanghai, 200237, China.
Org Biomol Chem. 2011 Feb 7;9(3):793-801. doi: 10.1039/c0ob00221f. Epub 2010 Nov 22.
The conjugate addition of Ni(II) complexes of glycine Schiff base to α,β-unsaturated aldehydes catalyzed by (S)-2-(diphenyl(trimethylsilyloxy)methyl)pyrrolidine afforded adducts in excellent yields with up to 49:1 dr and 95% ee. This method enables the construction of two adjacent chiral centers in one step, and offers an alternative route to chiral α-amino acid derivatives.
(S)-2-(二苯基(三甲硅基)甲氧基)吡咯烷催化甘氨酸席夫碱的 Ni(II)配合物与α,β-不饱和醛的共轭加成以高达 49:1 的 dr 和 95%的 ee 提供了极好收率的加合物。该方法能够在一步中构建两个相邻的手性中心,为手性α-氨基酸衍生物提供了另一种途径。