Multipolymer Solution‐Phase Reactions: Application to the Mitsunobu Reaction.

Abstract

Carboxylic acid esters Q 0530 Multipolymer Solution-Phase Reactions: Application to the Mitsunobu Reaction. -The polymer-supported reagents (I) and (II) can be used simultaneously what allows facile product isolation. -(HARNED, A. M.; HE, H. S.; TOY, P. H.; FLYNN, D. L.; HANSON*, P. R.; J. Am. Chem. Soc. 127 (2005) 1, 52-53; Dep. Chem., Univ. Kans., Lawrence, KS 66045, USA; Eng.) -Jannicke 23-088

Synthesis of Arrays Using Low Molecular Weight MPEG-Assisted Mitsunobu Reaction

“…Removal of the phosphine is more problematic: phosphines derived from pyridine or N , N -dimethylaniline can be washed away with aqueous acid after reaction, but this process is less useful in drug discovery where many compounds contain a basic nitrogen atom. Alternatively, a precipitation tag can be used, so that the phosphine and phosphine oxide are precipitated upon switching to a nonpolar solvent such as diethyl ether, and are then removed by filtration. − However, coprecipitation of polar compounds can also occur. Very recently, Mitsunobu reactions in solution followed by a ring-opening metathesis reaction to scavenge the spent reagents onto a solid support has been reported …”