Multi-step reaction with 11 steps
1.1: di-isopropyl azodicarboxylate; triphenylphosphine / tetrahydrofuran / 0 °C / Heating / reflux
2.1: tetraethylammonium chloride; potassium acetate / palladium diacetate; triphenylphosphine / N,N-dimethyl-formamide / 105 °C
3.1: osmium(VIII) oxide; 4-methylmorpholine N-oxide; tert-butyl alcohol / dichloromethane / 20 °C
4.1: sodium periodate / tetrahydrofuran; water / 2.5 h / 20 °C
5.1: sodium tetrahydroborate / methanol / 20 °C
5.2: 0.5 h
6.1: phosphorus tribromide / chloroform / 3.5 h / Heating / reflux
6.2: 0 °C
7.1: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 0 - 20 °C
8.1: 2,6-dimethylpyridine; oxalyl dichloride / dichloromethane / 0.5 h / 0 °C
8.2: 2.5 h / 0 - 20 °C
9.1: acetonitrile / 60 h / Heating / reflux
10.1: lithium hexamethyldisilazane / tetrahydrofuran / 3 h / -78 - -65 °C
10.2: -65 °C
11.1: sodium hydroxide; ethanol; water / 0.42 h / 120 °C / Microwave irradiation
With
2,6-dimethylpyridine; sodium hydroxide; sodium tetrahydroborate; sodium periodate; osmium(VIII) oxide; oxalyl dichloride; ethanol; di-isopropyl azodicarboxylate; tetraethylammonium chloride; water; potassium acetate; phosphorus tribromide; 4-methylmorpholine N-oxide; 3-chloro-benzenecarboperoxoic acid; triphenylphosphine; lithium hexamethyldisilazane; tert-butyl alcohol;
palladium diacetate; triphenylphosphine;
In
tetrahydrofuran; methanol; dichloromethane; chloroform; water; N,N-dimethyl-formamide; acetonitrile;
1.1: Mitsunobu reaction / 2.1: Intramolecular Heck cyclization;