Mild metal-free syn-stereoselective ring opening of activated epoxides and aziridines with aryl borates.
A conceptually new, simple and practical method for the syn-nucleophilic displacement of aryl and vinyl epoxides and aryl aziridines with (substituted) phenols, using aryl borates as activating nucleophiles under neutral conditions, is reported.
Pineschi
Mauro
M
Dipartimento di Chimica Bioorganica e Biofarmacia, Università di Pisa, Via Bonanno 33, 56126, Pisa, Italy. pineschi@farm.unipi.it
Bertolini
Ferruccio
F
Haak
Robert M
RM
Crotti
Paolo
P
Macchia
Franco
F
D001388:Aziridines / Q000737:chemistry*; D001881:Borates / Q000737:chemistry*; D004852:Epoxy Compounds / Q000737:chemistry*; D015394:Molecular Structure; D009930:Organic Chemicals / Q000737:chemistry; D013237:Stereoisomerism; D014753:Vinyl Compounds / Q000737:chemistry
D001388:Aziridines; D001881:Borates; D004852:Epoxy Compounds; D009930:Organic Chemicals; D014753:Vinyl Compounds