School of Pharmacy , Fourth Military Medical University , Xi'an , 710032 , China.
Org Lett. 2019 Nov 1;21(21):8641-8645. doi: 10.1021/acs.orglett.9b03251. Epub 2019 Oct 11.
Convenient synthesis and useful application of a series of Josiphos-type binaphane ligands were described. The iridium complexes of these chiral diphosphines displayed excellent enantioselectivity and good reactivity in the asymmetric hydrogenation of challenging 1-aryl-substituted dihydroisoquinoline substrates (full conversions, up to >99% , 4000 TON). The use of 40% HBr (aqueous solution) as an additive dramatically improved the asymmetric induction of these catalysts. This transformation provided a highly efficient and enantioselective access to chiral 1-aryl-substituted tetrahydroisoquinolines, which were of great importance and common in natural products and biologically active molecules.
介绍了一系列 Josiphos 型联萘型手性配体的方便合成及有效应用。这些手性双膦配体的铱配合物在具有挑战性的 1-芳基取代二氢异喹啉底物的不对称氢化反应中表现出优异的对映选择性和良好的反应活性（完全转化，高达>99%，4000 转化数）。使用 40% HBr（水溶液）作为添加剂可显著提高这些催化剂的不对称诱导。这种转化为手性 1-芳基取代的四氢异喹啉提供了一种高效和对映选择性的方法，这些化合物在天然产物和生物活性分子中非常重要且常见。
