SOLID-PHASE COMBINATORIAL SYNTHESIS OF POLYISOXAZOLINES - A 2-REACTION ITERATIVE PROTOCOL

Starting from a polymer-bound olefin, iterative application of nitrile oxide 1,3-dipolar cycloaddition and selenide oxidation/elimination st eps were employed to deliver a polymer-bound triisoxazoline that can b e liberated from the resin by transesterification. When four nitrosele no ethers (2-5) and four capping nitroalkanes (6-9) were employed, a t riisoxazoline library (V) of 64 positional isomers was obtained by thr ee iterative applications of these two reactions. The tactical flexibi lity of this strategy for preparing small polyfunctional oligomers is particularly attractive in that each subunit addition proceeds via a C -C bond-forming step.