in tetrahydrofuran Ambient temperature;

1: 93 percent / pyridine 2: 94 percent / AlCl3 / chlorobenzene / 0.5 h / Heating 3: 73 percent / diisopropylazodicarboxylate, tributylphosphine 4: 78 percent / LHMDS / tetrahydrofuran / -78 °C 5: 95 percent / MsN3, Et3N 6: 62 percent / 5 mol percent of rhodium pivalate <Rh2(piv)4> / benzene / 1 h / Heating 7: 1.) O3, 2.) DMS / 1.) CH2Cl2, MeOH 8: tetrahydrofuran / Ambient temperature 9: 100 percent / TFA 10: 1.) diphenyl phosphorazidate, Et3N, 2.) aq. HCl / 1.) toluene, reflux, 2.) reflux, 2 h 11: 49 percent / NaOMe / methanol / Ambient temperature 12: 95 percent / tetrahydrofuran / Ambient temperature View Scheme

1: 73 percent / diisopropylazodicarboxylate, tributylphosphine 2: 78 percent / LHMDS / tetrahydrofuran / -78 °C 3: 95 percent / MsN3, Et3N 4: 62 percent / 5 mol percent of rhodium pivalate <Rh2(piv)4> / benzene / 1 h / Heating 5: 1.) O3, 2.) DMS / 1.) CH2Cl2, MeOH 6: tetrahydrofuran / Ambient temperature 7: 100 percent / TFA 8: 1.) diphenyl phosphorazidate, Et3N, 2.) aq. HCl / 1.) toluene, reflux, 2.) reflux, 2 h 9: 49 percent / NaOMe / methanol / Ambient temperature 10: 95 percent / tetrahydrofuran / Ambient temperature View Scheme

1: 94 percent / AlCl3 / chlorobenzene / 0.5 h / Heating 2: 73 percent / diisopropylazodicarboxylate, tributylphosphine 3: 78 percent / LHMDS / tetrahydrofuran / -78 °C 4: 95 percent / MsN3, Et3N 5: 62 percent / 5 mol percent of rhodium pivalate <Rh2(piv)4> / benzene / 1 h / Heating 6: 1.) O3, 2.) DMS / 1.) CH2Cl2, MeOH 7: tetrahydrofuran / Ambient temperature 8: 100 percent / TFA 9: 1.) diphenyl phosphorazidate, Et3N, 2.) aq. HCl / 1.) toluene, reflux, 2.) reflux, 2 h 10: 49 percent / NaOMe / methanol / Ambient temperature 11: 95 percent / tetrahydrofuran / Ambient temperature View Scheme

1: 78 percent / LHMDS / tetrahydrofuran / -78 °C 2: 95 percent / MsN3, Et3N 3: 62 percent / 5 mol percent of rhodium pivalate <Rh2(piv)4> / benzene / 1 h / Heating 4: 1.) O3, 2.) DMS / 1.) CH2Cl2, MeOH 5: tetrahydrofuran / Ambient temperature 6: 100 percent / TFA 7: 1.) diphenyl phosphorazidate, Et3N, 2.) aq. HCl / 1.) toluene, reflux, 2.) reflux, 2 h 8: 49 percent / NaOMe / methanol / Ambient temperature 9: 95 percent / tetrahydrofuran / Ambient temperature View Scheme

1: 95 percent / MsN3, Et3N 2: 62 percent / 5 mol percent of rhodium pivalate <Rh2(piv)4> / benzene / 1 h / Heating 3: 1.) O3, 2.) DMS / 1.) CH2Cl2, MeOH 4: tetrahydrofuran / Ambient temperature 5: 100 percent / TFA 6: 1.) diphenyl phosphorazidate, Et3N, 2.) aq. HCl / 1.) toluene, reflux, 2.) reflux, 2 h 7: 49 percent / NaOMe / methanol / Ambient temperature 8: 95 percent / tetrahydrofuran / Ambient temperature View Scheme

1: 1.) O3, 2.) DMS / 1.) CH2Cl2, MeOH 2: tetrahydrofuran / Ambient temperature 3: 100 percent / TFA 4: 1.) diphenyl phosphorazidate, Et3N, 2.) aq. HCl / 1.) toluene, reflux, 2.) reflux, 2 h 5: 49 percent / NaOMe / methanol / Ambient temperature 6: 95 percent / tetrahydrofuran / Ambient temperature View Scheme

1: tetrahydrofuran / Ambient temperature 2: 100 percent / TFA 3: 1.) diphenyl phosphorazidate, Et3N, 2.) aq. HCl / 1.) toluene, reflux, 2.) reflux, 2 h 4: 49 percent / NaOMe / methanol / Ambient temperature 5: 95 percent / tetrahydrofuran / Ambient temperature View Scheme

1: 49 percent / NaOMe / methanol / Ambient temperature 2: 95 percent / tetrahydrofuran / Ambient temperature View Scheme

1: 62 percent / 5 mol percent of rhodium pivalate <Rh2(piv)4> / benzene / 1 h / Heating 2: 1.) O3, 2.) DMS / 1.) CH2Cl2, MeOH 3: tetrahydrofuran / Ambient temperature 4: 100 percent / TFA 5: 1.) diphenyl phosphorazidate, Et3N, 2.) aq. HCl / 1.) toluene, reflux, 2.) reflux, 2 h 6: 49 percent / NaOMe / methanol / Ambient temperature 7: 95 percent / tetrahydrofuran / Ambient temperature View Scheme