posted on 2024-03-11, 21:29authored byMiro Halaczkiewicz, Arianit Maraj, Harald Kelm, Georg Manolikakes
A highly diastereoselective synthesis of spiroisoindolinones
from
enamides and 3-hydroxy-isoindolinones is reported. The reaction proceeds
rapidly in the presence of p-toluenesulfonic acid
as a Brønsted acid catalyst and affords a variety of densely
substituted spiroisoindolinones with three contiguous stereogenic
centers in high yields (≤98%) and diastereoselectivities (up
to dr >98:<2:0:0).