64020-33-3Relevant articles and documents
Synthesis of Oxa-Bridged Medium-Sized Carbocyclic Rings via Prins Cyclization
Wang, Min-Shou,Wang, Zheng,Chen, Wen,Yang, Xiaodong,Zhang, Hongbin
, p. 1881 - 1884 (2019)
Herein, we report a new method for the synthesis of oxa-bridged carbocyclic units based on intramolecular Prins reaction of dioxinones. Our new synthetic approach is flexible and practical and has been successfully applied to the preparation of highly fun
Light-Driven Carbene Catalysis for the Synthesis of Aliphatic and α-Amino Ketones
Bay, Anna V.,Cheong, Paul Ha-Yeon,Farah, Abdikani Omar,Fitzpatrick, Keegan P.,González-Montiel, Gisela A.,Scheidt, Karl A.
supporting information, p. 17925 - 17931 (2021/07/17)
Single-electron N-heterocyclic carbene (NHC) catalysis has gained attention recently for the synthesis of C?C bonds. Guided by density functional theory and mechanistic analyses, we report the light-driven synthesis of aliphatic and α-amino ketones using single-electron NHC operators. Computational and experimental results reveal that the reactivity of the key radical intermediate is substrate-dependent and can be modulated through steric and electronic parameters of the NHC. Catalyst potential is harnessed in the visible-light driven generation of an acyl azolium radical species that undergoes selective coupling with various radical partners to afford diverse ketone products. This methodology is showcased in the direct late-stage functionalization of amino acids and pharmaceutical compounds, highlighting the utility of single-electron NHC operators.
Copper(II) carboxylate promoted intramolecular diamination of terminal alkenes: Improved reaction conditions and expanded substrate scope
Zabawa, Thomas P.,Chemler, Sherry R.
, p. 2035 - 2038 (2008/02/02)
The copper(II) carboxylate promoted diamination reaction has been improved by the use of the organic soluble copper(II) neodecanoate [Cu(ND)2]. Cu(ND)2 allowed the less-polar solvent dichloroethane (DCE) to be used, and as a consequence, decomposition of less-reactive substrates could be avoided. High diastereoselectivity was observed in the synthesis of 2,5-disubstituted pyrrolidines. Ureas, bis(anllines), and α-amido pyrroles derived from 2-allylaniline could also participate in the diamination reaction.