Fig. 2: Catalytic 1,1-diazidation of alkenes.

Reaction conditions: 1 (0.10 mmol), azidotrimethylsilane (0.30 mmol, 3.0 equiv), O1 (0.20 mmol, 2.0 equiv), C1 (0.005 mmol, 5 mol%), dichloromethane (350 μL), N2, room temperature, 24 h. aC1 (10 mol%). bFor the reactions of oligomeric alkenes, 1ax (0.05 mmol), 1ay (0.05 mmol), 1az (0.0333 mmol), 1ba (0.0333 mmol), 1bb (0.025 mmol) were utilized, respectively. PCP p-cyanophenyl, PMP p-methoxyphenyl, TBDPS tert-butyldiphenylsilyl, Ts p-tosyl, pin pinacol group, Tf trifluoromethanesulfonyl.