4720-30-3Relevant academic research and scientific papers
Enantioselective Radical Cyclization for Construction of 5-Membered Ring Structures by Metalloradical C-H Alkylation
Wang, Yong,Wen, Xin,Cui, Xin,Zhang, X. Peter
supporting information, p. 4792 - 4796 (2018/04/17)
Radical cyclization represents a powerful strategy for construction of ring structures. Traditional radical cyclization, which is based on radical addition as the key step, necessitates the use of unsaturated substrates. Guided by the concept of metalloradical catalysis, a different mode of radical cyclization that can employ saturated C-H substrates is demonstrated through the development of a Co(II)-based system for catalytic activation of aliphatic diazo compounds for enantioselective radical alkylation of various C(sp3)-H bonds. It allows for efficient construction of chiral pyrrolidines and other valuable 5-membered cyclic compounds. This alternative strategy of radical cyclization provides a new retrosynthetic paradigm to prepare five-membered cyclic molecules from readily available open-chain aldehydes through the union of C-H and C=O elements for C-C bond formation.
Cyclization of nitroacetamide derivatives with a tethered phenyl ring in triflic acid
Fanté, Bamba,Soro, Yaya,Siaka, Sorho,Marrot, Jér?me,Coustard, Jean-Marie
, p. 969 - 974 (2014/05/06)
N-(3-Hydroxypropyl)-2-nitro-N-(ω-phenylalkyl)acetami-des underwent intramolecular cyclization in triflic acid to afford the corresponding hydroxyimino six- to nine-membered benzofused lactams. The six-membered derivative slowly transformed into 2-(3-hydroxypropyl)isoquinolin-3-one. NMR spectroscopic analysis in situ provided information on the cationic species involved in the reaction, permitting a mechanism to be postulated. This reaction provides a novel and simple route to benzofused lactams.
Synthesis of a polyunsaturated amino ketone isolated from a Guangxi sponge of the genus Haliclona
Vik, Anders,Hansen, Trond Vidar
, p. 1060 - 1061 (2011/03/22)
The first synthesis of (all-Z)-1-[(2-phenylethyl)amino]-octadeca-6,9,12,15- tetraen-3-one has been achieved in nine steps and in 13% overall yield using eicosapentaenoic acid as the starting material.
Dihydropyrancarboxamides related to zanamivir: A new series of inhibitors of influenza virus sialidases. 1. Discovery, synthesis, biological activity, and structure-activity relationships of 4-guanidino- and 4-amino-4h-pyran-6-carboxamides
Smith, Paul W.,Sollis, Steven L.,Howes, Peter D.,Cherry, Peter C.,Starkey, Lan D.,Cobley, Kevin N.,Weston, Helen,Scicinski, Jan,Merritt, Andrew,Whittington, Andrew,Wyatt, Paul,Taylor, Neil,Green, Darren,Bethell, Richard,Madar, Safia,Fenton, Robert J.,Morley, Peter J.,Pateman, Tony,Beresford, Alan
, p. 787 - 797 (2007/10/03)
4-Amino- and 4-guanidino-4ff-pyran-6-carboxamides 4 and 5 related to zanamivir (GG167) are a new class of inhibitors of influenza virus sialidases. Structure-activity studies reveal that, in general, secondary amides are weak inhibitors of both influenza
