Multi-step reaction with 3 steps
1.1: 1-methyl-1H-imidazole / toluene / 0 - 20 °C / Inert atmosphere
2.1: 9-borabicyclo[3.3.1]nonane dimer / tetrahydrofuran / 2 h / 20 °C / Inert atmosphere
2.2: 72 h / Inert atmosphere
3.1: Oxone; borax; tetra(n-butyl)ammonium hydrogensulfate; edetate disodium; potassium carbonate; (3aS,4'R,7aS)-2,2,2',2'-tetramethyldihydrospiro[[1,3]dioxolo-[4,5-c]pyran-6,4'-[1,3]dioxolan]-7(7aH)-one / Dimethoxymethane; water; acetonitrile / 3 h / 0 °C / Inert atmosphere
3.2: 0 - 20 °C / Inert atmosphere
With
1-methyl-1H-imidazole; borax; Oxone; 9-borabicyclo[3.3.1]nonane dimer; tetra(n-butyl)ammonium hydrogensulfate; edetate disodium; potassium carbonate; (3aS,4'R,7aS)-2,2,2',2'-tetramethyldihydrospiro[[1,3]dioxolo-[4,5-c]pyran-6,4'-[1,3]dioxolan]-7(7aH)-one;
In
tetrahydrofuran; Dimethoxymethane; water; toluene; acetonitrile;
2.2: Suzuki coupling / 3.1: Shi epoxidation reaction / 3.2: Shi epoxidation reaction;
DOI:10.1002/anie.201007757