Department of Chemistry, University of Texas at San Antonio, One UTSA Circle, San Antonio, Texas 78249-0698, USA.
Chem Commun (Camb). 2021 May 27;57(43):5334-5337. doi: 10.1039/d1cc01020d.
The cinchona thiourea moiety in the self-assembled modularly designed organocatalysts (MDOs) switches off the iminium catalysis of these catalysts. In this study, it was found that the inhibited iminium catalysis could be switched on by using an appropriate weak acid and that, once the iminium catalysis was switched on, these catalysts could be applied for the highly stereoselective and diastereodivergent synthesis of 4-oxocyclohexanecarbaldehydes via a domino reaction between ketones and α,β-unsaturated aldehydes.
在自组装的模块化设计有机催化剂（MDOs）中，金鸡纳硫脲部分使这些催化剂的亚胺催化失活。在这项研究中，人们发现，通过使用适当的弱酸，可以将被抑制的亚胺催化重新激活，而一旦亚胺催化被激活，这些催化剂就可以用于酮和α，β-不饱和醛之间的级联反应，通过高度立体选择性和非对映选择性的方式合成 4-氧代环己烷甲酰。
