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The present work explores different cyclic allylic carbonates as a potential class of allylcarbamate precursors. The 5-membered carbonate formed a carbamate with very good thermal and pH stability, which could be cleanly deprotected in aqueous solution, in just 30 min with 2 mol% Pd(OAc)2 as catalyst. The polar nature of the installed motif made it possible to deprotect highly unpolar substrates in water as solvent.

Cyclic allylic carbonates as a renewable platform for protecting chemistry in water