使用铑催化氢化反应对β2-氨基酸进行对映选择性合成。
Enantioselective synthesis of beta2-amino acids using rhodium-catalyzed hydrogenation.
作者信息
Hoen Rob, Tiemersma-Wegman Theodora, Procuranti Barbara, Lefort Laurent, de Vries Johannes G, Minnaard Adriaan J, Feringa Ben L
机构信息
Stratingh Institute, University of Groningen, Nijenborgh 4, 9747 AG, Groningen, The Netherlands.
出版信息
Org Biomol Chem. 2007 Jan 21;5(2):267-75. doi: 10.1039/b615131k. Epub 2006 Dec 8.
A series of protected beta2-dehydroamino acids has been prepared in three steps from commercially available starting materials in good yields. These were used as substrates in rhodium-catalyzed asymmetric hydrogenation applying a mixed ligand system of monodentate phosphoramidites and phosphines. Optimization of the catalyst structure was achieved by high throughput experimentation. High enantioselectivities were obtained (up to 91%) with full conversion for a number of beta-amino acids.
从市售起始原料出发，通过三步反应以良好的产率制备了一系列受保护的β2-脱氢氨基酸。将这些用作底物，在铑催化的不对称氢化反应中应用单齿亚磷酰胺和膦的混合配体体系。通过高通量实验实现了催化剂结构的优化。对于多种β-氨基酸，获得了高对映选择性（高达91%）且完全转化。
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