Multi-step reaction with 5 steps
1.1: triethylsilane; titanium tetrachloride / dichloromethane / 0.5 h / -78 °C
2.1: bis(η3-allyl-μ-chloropalladium(II)); n-butyllithium; N,N,N,N,-tetramethylethylenediamine; (1R,2R)-(+)-1,2-diaminocyclohexane-N,N’-bis(2-diphenylphosphino-1-naphthoyl) / tetrahydrofuran / 0.5 h / 20 °C / Inert atmosphere
2.2: 12 h / -78 - 20 °C / Inert atmosphere
3.1: lithium aluminium tetrahydride / tetrahydrofuran / 2 h / Reflux
4.1: osmium(VIII) oxide; water; 4-methylmorpholine N-oxide / tetrahydrofuran / 12 h / 20 °C
5.1: sodium periodate / water; acetone / 4 h / 20 °C
With
triethylsilane; sodium periodate; osmium(VIII) oxide; lithium aluminium tetrahydride; n-butyllithium; bis(η3-allyl-μ-chloropalladium(II)); N,N,N,N,-tetramethylethylenediamine; water; titanium tetrachloride; 4-methylmorpholine N-oxide; (1R,2R)-(+)-1,2-diaminocyclohexane-N,N’-bis(2-diphenylphosphino-1-naphthoyl);
In
tetrahydrofuran; dichloromethane; water; acetone;
DOI:10.1055/s-0031-1289878