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Recyclable and reusable chiral α, α-L-diaryl prolinol heterogeneous catalyst grafting to UiO-67 for enantioselective hydration/aldol/oxa-Diels Alder domino reaction
Catalysis Communications ( IF 3.7 ) Pub Date : 2020-11-21 , DOI: 10.1016/j.catcom.2020.106249
Hao Ren , Lin Cheng , Jinghua Yang , Kaiyuan Zhao , Qingchao Zhai , Yiming Li

α,α-L-Diaryl prolinol was first introduced into a highly stable porous MOF, UiO-67, via the immobilization of a chiral prolinol side chain into 4,4′-biphenyldicarboxylic acid through a five-step process, to construct a chiral heterogeneous catalyst. The catalyst exhibited high yield (up to 88%) and excellent stereoselectivities (up to >4:1 dr, > 80% ee) for the enantioselective hydration/aldol/oxa-Diels Alder domino reactions, as well as good reusability with recycle use for three times without significant loss of activity. To our knowledge, this is the first report of chiral MOFs as heterogeneous catalysts for asymmetric domino reactions.



中文翻译:

可回收和可重复使用的手性α,α-L-二芳基脯氨醇多相催化剂接枝到UiO-67上以进行对映选择性水合/羟醛/氧杂Diels Alder多米诺反应

α,α-L-二芳基脯氨醇首次引入到一个高度稳定的多孔MOF,UIO-67,通过手性脯氨醇侧链的固定化到4,4'-联苯二羧酸通过五个步骤,以构建手性多相催化剂。该催化剂表现出高收率(高达88%)和出色的立体选择性(高达> 4:1 dr,> 80%ee),用于对映选择性水合/羟醛/氧杂-Diels Alder多米诺骨牌反应,并具有良好的可重复使用性和可循环利用性进行三次,而不会明显丧失活动能力。据我们所知,这是手性MOF作为不​​对称多米诺骨牌反应的多相催化剂的首次报道。

更新日期:2020-11-26
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