Srinivasarao Yaragorla and P. Rajesh
Org. Biomol. Chem., 2019,17, 1924-1928
DOI:
10.1039/C8OB02158A,
Paper
A one-pot, regiospecific synthesis of dihydrofurans bearing a quaternary centre and tetrasubstituted furans is developed from the formal [3 + 2] annulation of tert-propargyl alcohols and 1,3-diketones under Ca(II)/DBU conditions. The reaction proceeds through the SN2I mechanism to form homoallenyl ketone and a subsequent cycloisomerization to yield novel and new chemical entities of privileged scaffolds.