A one-pot reaction cascade performed with two different star polymers, each containing a different catalytic group confined in its core, was demonstrated. Star polymers containing p-toluenesulfonic acid 3 and an amine moiety 6 were prepared by free-radical polymerization of styrene/DVB/1/2 and styrene/DVB/4/5, respectively. These star polymers were applied to a one-pot reaction cascade of 7 with 8 (3-catalyzed deprotection of a dimethyl acetal group and 6-catalyzed Baylis-Hillman reaction) to give 9 in 65% yield with the formation of 10 in 34% yield.
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