Multi-step reaction with 13 steps
1.1: diisobutylaluminium hydride
2.1: lithium hexamethyldisilazane / tetrahydrofuran / -78 - 20 °C / Inert atmosphere
3.1: tetrahydrofuran / 20 °C / Inert atmosphere
4.1: sodium peroxoborate tetrahydrate / tetrahydrofuran; water / 2 h / 20 °C / Inert atmosphere
5.1: sodium hydride / tetrahydrofuran / 0.17 h / 0 °C / Inert atmosphere
5.2: 20 °C / Inert atmosphere
6.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 20 °C
7.1: triphenylphosphine; diethylazodicarboxylate / tetrahydrofuran / 1 h / 0 - 20 °C / Inert atmosphere
8.1: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 0 - 20 °C
9.1: lithium hexamethyldisilazane / tetrahydrofuran / -78 - 20 °C / Inert atmosphere
10.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 20 °C
11.1: hydrazine; copper(II) sulfate; oxygen / ethanol / 15 h / 70 °C
12.1: triphenylphosphine; diethylazodicarboxylate / tetrahydrofuran / 0.5 h / 0 - 20 °C / Inert atmosphere
13.1: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 0 - 20 °C
With
sodium peroxoborate tetrahydrate; tetrabutyl ammonium fluoride; oxygen; sodium hydride; diisobutylaluminium hydride; copper(II) sulfate; 3-chloro-benzenecarboperoxoic acid; triphenylphosphine; lithium hexamethyldisilazane; hydrazine; diethylazodicarboxylate;
In
tetrahydrofuran; ethanol; dichloromethane; water;
2.1: |Julia-Kocienski Olefination / 9.1: |Julia-Kocienski Olefination;
DOI:10.1021/jo4006602