Polyleucine-hydrogen peroxide gel

ASYMMETRIC EPOXIDATION OF PHENYL-2-(3 -PYRlDYLVlNYL)SULFONE USING POLYLEUCINE HYDROGEN PEROXIDE GEL... 

A solution of phenyl(3-pyridyl) vinyl sulfone (2.50 g) in toluene (5 ml) was added to the stirred polyleucine-hydrogen peroxide gel suspension in toluene. The mixture was stirred at room temperature for six hours and the reaction followed by TLC (eluent 60% ethyl acetate in hexane, vis. CAN). The product was isolated by hltration through Celite washing with ethyl acetate, drying over magnesium sulfate and concentration in vacuo. 

Poly-(L)-leucine-l,3-diaminopropane (740mg, O.lOmmol, 1.0mol%) and tetrabutylammonium hydrogen sulfate (l.Og, 2.95 mmol, 30mol%) were placed in a flask with a stirrer bar. Toluene (2 ml), sodium hydroxide solution (5M, 30 ml, 10 eq.) and aq. hydrogen peroxide (30%, 15 ml, 10 eq.) were added and stirred for three hours. The aqueous layer was removed and sodium hydroxide solution (5M, 30 ml, 10 eq.) and aq. hydrogen peroxide (30%, 15 ml, 10 eq.) were added and the mixture was stirred overnight. The aqueous layer was removed to leave the activated polyleucine gel. 

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