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- W2042783155 abstract "A four-step solid-phase synthesis of isoxazolinopyrroles 8 that employs an acid-labile 2-(4-formyl-3-methoxyphenoxy)ethyl polystyrene HL resin 1 is reported. Resin-bound vinyl sulfone 5 is obtained by DIC coupling with acid 4, which was in turn synthesized in solution phase by a regioselective nitrile oxide 1,3-dipolar cycloaddition. The resin-bound pyrrole 7 was synthesized on solid phase by pyrrole annulation with various isocyano derivatives and potassium t-butoxide in which the sulfone alpha-anion generated by Michael addition gives the desired pyrrole through internal condensation followed by a sigmatropic [1,5]-hydrogen shift. The resulting isoxazolinopyrroles 8 were released from resin 7 by 10% TFA in moderate to excellent overall yields from 2-(4-formyl-3-methoxyphenoxy)ethyl polystyrene HL resin 1." @default.
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- W2042783155 date "2003-11-20" @default.
- W2042783155 modified "2023-09-24" @default.
- W2042783155 title "Solid-Phase Synthesis of an Isoxazolinopyrrole Library" @default.
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- W2042783155 doi "https://doi.org/10.1021/cc034023w" @default.
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