使用单齿亚磷酰胺对β-脱氢氨基酸衍生物进行高对映选择性铑催化氢化反应。
Highly enantioselective rhodium-catalyzed hydrogenation of beta-dehydroamino acid derivatives using monodentate phosphoramidites.
作者信息
Peña Diego, Minnaard Adriaan J, De Vries Johannes G, Feringa Ben L
机构信息
Department of Organic and Molecular Inorganic Chemistry, Stratingh Institute, University of Groningen, Nijenborgh 4, 9747 AG Groningen, The Netherlands.
出版信息
J Am Chem Soc. 2002 Dec 11;124(49):14552-3. doi: 10.1021/ja028235t.
New and very easily accessible monodentate phosphoramidite ligands have been developed that lead to excellent ee's and full conversions in the hydrogenation of (E)- and (Z)-beta-dehydroamino acid derivatives with both aliphatic and aromatic side chains. Particularly, two different catalytic systems were established for (E)-beta-(acylamino)acrylates (98-99% ee) and (Z)-beta-(acylamino)acrylates (92-95% ee) based on phosphoramidites 2 and 3, respectively.
已经开发出新型且极易获得的单齿亚磷酰胺配体，在具有脂肪族和芳香族侧链的（E）-和（Z）-β-脱氢氨基酸衍生物的氢化反应中，这些配体可实现优异的对映体过量值（ee）和完全转化。特别是，分别基于亚磷酰胺2和3，为（E）-β-（酰氨基）丙烯酸酯（ee为98 - 99%）和（Z）-β-（酰氨基）丙烯酸酯（ee为92 - 95%）建立了两种不同的催化体系。
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