Photolabile benzoin derivatives

Importantly, TV-carbamoyl derivatives of primary amines obtained from photolabile benzoins exist in varying proportions as cyclic hydroxyoxazolidinone tautomers. Therefore, the preparation of TV-carbamoyl derivatives of benzoins is applicable only for secondary amines and TV-alkylated amino acids. 244 At basic pH unsymmetrical benzoins, such as 3,5-dimethoxybenzoin, their mixed carbonate and carbamate derivatives, tend to equilibrate to the isomeric forms. Nevertheless, in TFA and aqueous solutions at pH 8 the structural integrity is fully maintained. 244 Preparation of 3,5-dimethoxybenzoin-derived carbamates of secondary amines and amino acids can be mediated by either CDI/methyl triflate in ni-tromethane 246 or 4-nitrophenyl chloroformate/DMAP in dry THF. 244 ... 

Papageorgiou, G. and Corrie, J.E.T. (1997) Synthesis and properties of carbamoyl derivatives of photolabile benzoins. Tetrahedron, 53, 3917-3932. 

In general, group X in the prepolymer could be a number of possible photolabile groups. Benzoin alkylethers are usually superior to other photosensitizers studied for the photopolymerization of allylamines Therefore, prepolymers are prepared in which group X is derived from an unsaturated benzoin derivative of which several suitable structures are shown ... 

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