Multi-step reaction with 6 steps
1.1: n-BuLi; 2,2,6,6-tetramethylpiperidine / hexane; 1,2-dimethoxy-ethane; tetrahydrofuran / 1.25 h / 78 °C
1.2: 100 percent / hexane; 1,2-dimethoxy-ethane; tetrahydrofuran / 2 h / -78 °C
2.1: 100 percent / imidazole / dimethylformamide / 60 °C
3.1: 74.5 percent / N-bromosuccinimide / tetrahydrofuran / 3 h / 0 °C
4.1: tert-BuLi / pentane; diethyl ether / 0.5 h / -78 °C
4.2: 51.1 percent / pentane; diethyl ether / 3 h / -78 °C
5.1: 99 percent / Bu4NF / tetrahydrofuran / 0.17 h / 20 °C
6.1: 31.2 percent / NiCl2*6H2O; NaBH4 / methanol; tetrahydrofuran / 1.5 h / 20 °C
With
2,2,6,6-tetramethyl-piperidine; 1H-imidazole; sodium tetrahydroborate; N-Bromosuccinimide; n-butyllithium; tetrabutyl ammonium fluoride; tert.-butyl lithium; nickel dichloride;
In
tetrahydrofuran; methanol; 1,2-dimethoxyethane; diethyl ether; hexane; N,N-dimethyl-formamide; pentane;
DOI:10.3987/COM-00-8952