A simple method for coupling aldehydes to solid support.
A new method for attaching aldehydes to solid supports has been developed employing a 2,2-bis(hydroxymethyl)propionic acid (DMPA) functionalized resin. High loading levels are obtained for both aryl and alkyl aldehydes protected as their respective acetals. Treatment of the derivatized resin with 95% TFA then cleanly affords the recovered aldehyde in high yield.
Metz
W A
WA
Hoechst Marion Roussel Inc., Cincinnati, Ohio 45215, USA.
Jones
W D
WD
Ciske
F L
FL
Peet
N P
NP
D000447:Aldehydes / Q000737:chemistry*; D002264:Carboxylic Acids / Q000138:chemical synthesis* / Q000737:chemistry; D002625:Chemistry, Organic / Q000379:methods*; D006880:Hydroxy Acids; D007700:Kinetics; D011422:Propionates; D012117:Resins, Synthetic; D013329:Structure-Activity Relationship; D014269:Trifluoroacetic Acid
D000447:Aldehydes; D002264:Carboxylic Acids; D006880:Hydroxy Acids; D011422:Propionates; D012117:Resins, Synthetic; C110034:2,2-bis(hydroxymethyl)-propionic acid; D014269:Trifluoroacetic Acid