Selective reduction of allenyl(diphenyl)phosphine oxides to allyl(diphenyl)phosphine oxides

Photoinduced C–O bond cleavage for copper-catalyzed allenyl radical cyanation

“…For instance, the selective hydrogenation of 3k using the Pd/C catalyst efficiently gave a long-chain alkyl nitrile 4a. 18 The hydroazidation of 3k with sodium azide as the nitrogen source in a protonic solvent produced the corresponding azido olefin 4b in 74% yield and a 1.5 : 1 Z/E ratio. 11 Furthermore, the cycloaddition of 3k with N-methyl-C-phenylnitrone was carried out, affording a multiple-substituted pyrrolidone 4c in 70% yield and 4.2 : 1 dr. 19 Based on the experimental observation and related literature, a possible reaction mechanism was outlined as shown in Scheme 3.…”