Benessere Vincenzo, De Roma Antonella, Ruffo Francesco
Dipartimento di Chimica Paolo Corradini, Università di Napoli Federico II, Complesso Universitario di Monte S. Angelo via Cintia, 80126 Napoli, Italy.
ChemSusChem. 2008;1(5):425-30. doi: 10.1002/cssc.200800013.
To combine the high chemical performance of asymmetric catalysis with the increasing need for sustainability, a strategy is presented that involves the straightforward preparation of "Trost"-like ligands suitable for application in multiphasic homogeneous catalysis. Ligands with coordinating functions (phosphinoamide-phoshinoester groups) as well as phase tags introduced on a D-glucose scaffold were prepared and then examined in the Pd-catalysed asymmetric desymmetrization of meso-2-cyclopenten-1,4-diol biscarbamate. In line with our assumption, the performance of the catalyst system under traditional conditions is as high as that of the original Trost ligand, derived from trans-cyclohexanediamine, giving enantioselectivities of 98 % ee. Moreover, promising results were observed under multiphasic homogeneous conditions.
为了将不对称催化的高化学性能与对可持续性日益增长的需求相结合，提出了一种策略，该策略涉及直接制备适用于多相均相催化的类“特罗斯特”配体。制备了具有配位功能（膦基酰胺-膦酸酯基团）以及引入到D-葡萄糖支架上的相标签的配体，然后在钯催化的内消旋-2-环戊烯-1,4-二醇二氨基甲酸酯的不对称去对称化反应中对其进行了研究。与我们的假设一致，在传统条件下催化剂体系的性能与源自反式环己二胺的原始特罗斯特配体的性能一样高，对映选择性为98%ee。此外，在多相均相条件下也观察到了有前景的结果。
