26733-09-5Relevant academic research and scientific papers
A carbonyl ylide approach to substituted furans
Johnson, Tim,Cheshire, David R.,Stocks, Michael J.,Thurston, Vicky T.
, p. 646 - 648 (2001)
The diazosulphone 1 undergoes intermolecular reaction with aldehydes to form carbonyl ylides 2. This reactive intermediate can then be trapped, in an inter- or intramolecular reaction, by alkynes or alkenes to yield substituted furans or tetrahydrofurans
A chemoselective rhodium(II) mediated solid phase 1,3-dipolar cycloaddition and its application to a thermally self-cleaving puran scaffold
Whitehouse, Darren L.,Nelson Jr., Kingsley H.,Savinov, Sergey N.,Austin, David J.
, p. 7139 - 7142 (1997)
A chemoselective rhodium(II) mediated 1,3-dipolar cycloaddition reaction on solid-phase for the construction of a template-directed scaffold is described. In this paper, the reaction of acetylenes with isomunchnones is presented as a general methodology for the combinatorial formation of a furan based library. Additionally, through (he development of a novel thermolytic cleavage step, this furan synthesis yields pure product from the solid-phase in a temperature dependent manner.
A metathetical cycloaddition-cycloreversion approach to the formation of furan scaffold libraries
Whitehouse, Darren L.,Nelson Jr., Kingsley H.,Savinov, Sergey N.,Loewe, Ralf S.,Austin, David J.
, p. 1273 - 1282 (2007/10/03)
A general cycloaddition-cycloreversion metathesis procedure for the selective formation of a furan-based template-directed scaffold is described. In addition, features relative to library construction, such as the chemoselective nature of dipole formation, are discussed. Through the investigation of the temperature sensitive cleavage step, the furan synthesis was found to be accelerated by aqueous medium at physiological temperature leading to pure product from the solid-phase under biologically relevant conditions. The chemoselective nature of the rhodium(II) mediated cycloaddition allowed the selective formation of a key dipole intermediate, in the presence of a number of carbene-active functional groups, to facilitate the split-pool combinatorial synthesis of a small library of compounds. Copyright (C) 1998 Elsevier Science Ltd.
