Solid-phase synthesis of indolizidine and quinolizidine derivatives.
An efficient method for the construction of simple indolizidine and quinolizidine derivatives on solid support has been developed. An intramolecular tandem Michael reaction initiated by the nucleophilic attack of a suitably placed amino group on the tethered Wittig condensation products between 4- or 5-aminoaldehydes attached to a trityl chloride resin and 4-[(4-methylphenyl)sulfonyl]-1-(triphenylphosphoranylidene)-2-b utanon e is the key step.
Barco
A
A
Dipartimento di Chimica, Università di Ferrara, via L. Borsari 46, 44100 Ferrara, Italy.
Benetti
S
S
De Risi
C
C
Marchetti
P
P
Pollini
G P
GP
Zanirato
V
V
D015195:Drug Design; D007202:Indicators and Reagents; D007212:Indolizines / Q000138:chemical synthesis* / Q000737:chemistry; D008958:Models, Molecular; D008968:Molecular Conformation; D011807:Quinolizines / Q000138:chemical synthesis* / Q000737:chemistry; D013329:Structure-Activity Relationship
D007202:Indicators and Reagents; D007212:Indolizines; D011807:Quinolizines