01754nas a2200181 4500008004100000245014100041210006900182260000800251300001400259490000700273520105300280100002201333700002001355700002401375700002401399700002401423856012501447 2019 eng d00aStereoselective construction of deoxy-cruciferane alkaloids by NHC-catalyzed intramolecular annulation of homoenolate with quinazolinone0 aStereoselective construction of deoxycruciferane alkaloids by NH cAUG a7135-71390 v173 a

Chiral N-heterocyclic carbene (NHC)-catalyzed intramolecular [3 + 2] annulation of enals with an unactivated imine moiety of quinazolinone via formal homoenolate cycloaddition has been demonstrated. It is an excellent approach for stereoselective syntheses of deoxy-cruciferane alkaloids comprising a biologically important pyrroloindoline scaffold. Notably, this is the first report on the NHC-catalyzed asymmetric intramolecular homoenolate annulation with cyclic N-acyl amidine.

1 aAhire, Milind, M.1 aPol, Mahesh, D.1 aKavale, Dattatry, S1 aGonnade, Rajesh, G.1 aMhaske, Santosh, B. uhttps://library.ncl.res.in/content/stereoselective-construction-deoxy-cruciferane-alkaloids-nhc-catalyzed-intramolecular