The unprecedented annulation/hydroxyfluorination of propargylic carbamates to give 4-fluoromethyl-4-hydroxy- oxazolidinones was investigated. The reaction was effectively promoted by NaHCO3 and/or silver catalysis. The peculiar behavior of propargylic carbamates bearing a chiral steroidal moiety is described. Extensions and limitations of the procedure with respect to urea derivatives, homopropargyl compounds, internal alkynes and one-pot transformations of propargylic alcohols with isocyanates are reported.
|Titolo:||5-Exo-dig aminocylization/hydroxyfluorination of propargylic carbamates.|
|Data di pubblicazione:||2018|
|Appare nelle tipologie:||1.1 Articolo in rivista|