Regioselective synthesis of β-iodo-enamides and β-yn-enamides
摘要:
Iodo-enamides were synthesised in a single step, in good yield and with complete selectivity from N-formyl imides. The beta-iodo-enamides are stable and were converted efficiently into novel geometrically defined beta-yn-enamides. (C) 2011 Elsevier Ltd. All rights reserved.
Structure-activity analysis of CJ-15,801 analogues that interact with Plasmodium falciparum pantothenate kinase and inhibit parasite proliferation
作者:Christina Spry、Alan L. Sewell、Yuliya Hering、Mathew V.J. Villa、Jonas Weber、Stephen J. Hobson、Suzannah J. Harnor、Sheraz Gul、Rodolfo Marquez、Kevin J. Saliba
DOI:10.1016/j.ejmech.2017.08.050
日期:2018.1
and the trans-substituted double bond of CJ-15,801 is important for the selective, on-target antiplasmodial effect, while replacement of the carboxyl group is permitted, and, in one case, favored. Additionally, we show that the antiplasmodial potency of CJ-15,801 analogues that retain the R-pantoyl and trans-substituted enamide moieties correlates with inhibition of P. falciparum pantothenate kinase
An Efficient Approach to the Stereocontrolled Synthesis of Enamides
作者:Mathew V. J. Villa、Sarah M. Targett、John C. Barnes、William G. Whittingham、Rodolfo Marquez
DOI:10.1021/ol070336e
日期:2007.4.1
[reaction: see text] A fast, flexible, and efficient approach for the stereocontrolledsynthesis of enamides has been developed starting from lactams and amides through the use of imides. This new approach provides access to enamide systems not easily or currently accessible through other approaches.
Protecting Group Free, Stereocontrolled Synthesis of β-Halo-enamides
作者:Adele E. Pasqua、James J. Crawford、De-Liang Long、Rodolfo Marquez
DOI:10.1021/jo202130e
日期:2012.3.2
Enamides, dienamides, and enynamides are important building blocks in synthetic, biological, and medicinal chemistry as well as materials science. Despite the extensive breath of their potential utility in synthetic chemistry, there is a lack of simple, high-yielding methods to deliver them efficiently and as single isomers. In this paper, we present a novel, protecting group free, efficient, and stereoselective approach to the generation of beta-halo-enamides. The methodology presented provides a robust synthetic platform from which E- or Z-enamides can be generated in good yields and with complete stereocontrol.