Multi-step reaction with 7 steps
1: 83 percent / NaOMe / ethanol / 3 h / 25 °C
2: 75 percent / PdCl2, PPh3, K2CO3 / dimethylformamide / 0.5 h / 110 °C
3: (R)-MeCBS, BH3*THF / tetrahydrofuran / 1 h / -15 °C
4: DABCO / tetrahydrofuran / 23 h / 25 °C / other organic bases; also Pd catalysts; var. temp. and time
5: 85 percent / sodium tert-amylate / 25 °C
6: 82 percent / (FSO2)2O, NaH / toluene / 0 °C
7: 75 percent / Pd(dppf)Cl2, aq. K2CO3 / toluene / 70 °C
With
1,4-diaza-bicyclo[2.2.2]octane; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; fluorosulfonyl anhydride; borane-THF; sodium methylate; sodium tert-pentoxide; sodium hydride; potassium carbonate; triphenylphosphine; palladium dichloride; (3aR)-1-methyl-3,3-diphenyl-tetrahydro-pyrrolo[1,2-c][1,3,2]oxazaborole;
In
tetrahydrofuran; ethanol; N,N-dimethyl-formamide; toluene;
DOI:10.1021/ja973882j