Department of Chemistry, University of Houston, Houston, Texas 77204-5003, United States.
Org Lett. 2020 Aug 7;22(15):5900-5904. doi: 10.1021/acs.orglett.0c02003. Epub 2020 Jul 14.
Controlling the chemoselectivity of reactions operating on complex mixtures, including those found in biological and petrochemical feedstocks or in the primordial soup from which life emerged, is generally challenging. The selectivity of imine oxidation can be controlled in dynamic combinatorial libraries, wherein coupled equilibria of imine exchange and the diaza-Cope rearrangement determine whether and when the oxidizable precursor is made available to the oxidant. Adjusting the rate of oxidant addition allows the isolation of three dominant products.
控制在复杂混合物上进行的反应的化学选择性，包括那些在生物和石油化工原料中发现的反应，或者在生命起源的原始汤中发现的反应，通常是具有挑战性的。亚胺氧化的选择性可以在动态组合库中得到控制，其中亚胺交换和氮杂-Cope 重排的偶联平衡决定了氧化前体何时以及是否可被氧化剂氧化。调整氧化剂的添加速率可以分离出三种主要产物。
