A new linker for anchoring/masking primary amines on solid support.
A polymer-supported diketone was synthesized and used to fully protect/mask primary amines by the formation of a pyrrole ring. Various reactions can be performed on this system which then can be cleaved with full restoration of the amine functionality. The resin can also be recycled at least once without loss of purity of the final compound. [structure: see text]
Paladino
Antonietta
A
Dipartimento Farmaco Chimico Tecnologico, Università degli Studi di Siena, Via A. Moro, 53100 Siena, Italy.
Mugnaini
Claudia
C
Botta
Maurizio
M
Corelli
Federico
F
D000588:Amines / Q000737:chemistry*; D007659:Ketones / Q000138:chemical synthesis*; D008958:Models, Molecular; D011758:Pyrroles / Q000138:chemical synthesis
D000588:Amines; D007659:Ketones; D011758:Pyrroles