Aliphatics experimental protocols

The first contribution in the development of sugar arrays based on cHck chemistry was reported by Fazio et al. [79] who described the use of Cu(l)-catalyzed triazole formation for the synthesis and in-situ non-covalent attachment of saccharides to the surface of microtiter plates through Hpid tethers (Scheme 23). The alkyne cHckable counterpart was prepared from a Ci4 aliphatic chain that was conjugated with a series of 2-azidoethyl -D-glycosides on miaomolar scale by using an experimental protocol that avoided purification procedures, hi an effort to extend this approach to the covalent attachment of saccharides to the microtiter plate surface, Bryan et al. [80] reported a strategy based on bifunctional Hnkers (115 and 116). 

Wrapping up the nitrogen-based nucleophiles, aromatic amines were also noted to cleave epoxides in the presence of stannic or cupric triflate to form p-amino alcohols such as 86 directly. This protocol appears to be general for aromatic amines, even strongly electron-deficient ones. Aliphatic amines are completely unreactive under the same experimental conditions <99JOC287>. 

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