Stereocontrolled synthesis of substituted N-arenesulfonyl azetidines from gamma-(phenylseleno)alkyl arylsulfonamides.
Different synthetic methodologies for the stereocontrolled synthesis of substituted azetidines are reported. The approach utilizes an optimized oxidation reaction of gamma-(phenylseleno)alkyl arylsulfonamides, followed by the intramolecular substitution of the resulting phenylselenonyl group by the nitrogen atom.
Tiecco
Marcello
M
Dipartimento di Chimica e Tecnologia del Farmaco, Sezione di Chimica Organica, Università di Perugia, I-06123, Perugia, Italy. Tiecco@unipg.it
Testaferri
Lorenzo
L
Temperini
Andrea
A
Terlizzi
Raffaella
R
Bagnoli
Luana
L
Marini
Francesca
F
Santi
Claudio
C
D000588:Amines / Q000737:chemistry*; D001384:Azetidines / Q000138:chemical synthesis* / Q000737:chemistry; D015394:Molecular Structure; D016566:Organoselenium Compounds / Q000737:chemistry*; D013237:Stereoisomerism; D013449:Sulfonamides / Q000737:chemistry*
D000588:Amines; D001384:Azetidines; D016566:Organoselenium Compounds; D013449:Sulfonamides