Carbamoyloxy radical

Several recent examples serve to illustrate the potential of allyltributyltin for organic synthesis (Scheme 4). Baldwin and Easton have independently shown that glycine derivatives undergo efficient allylation reactions, providing an avenue for the preparation of non-natural amino acids [8]. Subsequently, addition of glycine-derived radicals to allyltributyltin was shown by Hamon to occur with stereoselectivity if the radical bears an ester chiral auxiliary [9]. An alternative method for the preparation of amino acid derivatives via allylation of carbamoyloxy radicals that are incorporated into an oxazolidin-2-one ring system was reported by Kano... 

Apparently the alkoxy radical, R O , abstracts a hydrogen from the substrate, H, and the resulting radical, R" , is oxidized by Cu " (one-electron transfer) to form a carbonium ion that reacts with the carboxylate ion, RCO - The overall process is a chain reaction in which copper ion cycles between + 1 and +2 oxidation states. Suitable substrates include olefins, alcohols, mercaptans, ethers, dienes, sulfides, amines, amides, and various active methylene compounds (44). This reaction can also be used with tert-huty peroxycarbamates to introduce carbamoyloxy groups to these substrates (243). 

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