On the [3 + 2] annulation of cyclic allylsilanes with N -phenyltriazolinedione: An enantio- and diastereoselective synthesis of cis -1,3-diaminocyclitols

Article abstract of DOI:10.1021/jo100724w

(Figure presented) Improved conditions were found to trigger [3 + 2] annulation of cyclic allylsilanes with N-phenyltriazolinedione (PTAD); the products from this reaction were readily tailored into cis-1,3-diaminocyclitols in highly enantioenriched form with full stereochemical control of up to four contiguous stereogenic centers.