Sulfinate Alkylation Production
6 Different Diversification Groups
The sulfinate alkylation reaction described by Prof. Baran is a powerful
The typical protocol is performed at 0.142 mol/l concentration reaction condition. 2 equivalents of sulfinate reagent are preloaded (100 µmol) and 3 equivalents of TBHP is added. These reaction conditions
Recommended solvents are DMSO or CHCl3 with or without H2O/TFA (0.1 ml of TFA in 2 ml of water). H2O/TFA can change the regioselectivity and conversion of the reaction.
Prepare a solution of
- Add 350 µl of substrate solution to each reagent vial containing the
sulfinates. Shake the vial to allow reagents to mix properly.
- If needed add 80 µl of H2O/TFA in each vial.
- Add 21 µl of TBHP in each vial.
- Stir the reaction vials in the reaction block at 50°C for 12-24 hours.
- Remove the vial caps.
analyticalsample for each reaction condition with 5 µl sample diluted into 200 µl in either DMSO or water/acetonitrile 50/50.
Analyze resulting analytical samples by LC/MS.
Sulfinate Alkylation Solvent Effect
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