A metathetical cycloaddition–cycloreversion approach to the formation of furan scaffold libraries

DL Whitehouse, KH Nelson, RS Löwe…

Index: Whitehouse, Darren L.; Nelson Jr., Kingsley H.; Savinov, Sergey N.; Loewe, Ralf S.; Austin, David J. Bioorganic and Medicinal Chemistry, 1998 , vol. 6, # 8 p. 1273 - 1282

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Citation Number: 33

Abstract

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 ...