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Mark J. Kurth

Publications and source records attributed to Mark J. Kurth.

4 recordsLinked to original sources
PubMed1998

Diastereoselective Synthesis of Cyclopentanoids with Hydantoin and Isoxazoline Substituents.

Exploiting 1,3-dipolar cycloaddition and urea --> hydantoin cyclization transformations, novel spiro[cyclopenta[d]isoxazole-4',5-imidazolindine] heterocycles of generalized structure I have been prepared. The 1-amino-3-cyclopentenecarboxylate precursor II was prepared from a suitably activated/protected derivative of glycine and the bis-alkylating agent cis-1,4-dichloro-2-butene.

Journal Article↗
PubMed1996

Solid-Phase Combinatorial Synthesis of Polyisoxazolines: A Two-Reaction Iterative Protocol.

Starting from a polymer-bound olefin, iterative application of nitrile oxide 1,3-dipolar cycloaddition and selenide oxidation/elimination steps were employed to deliver a polymer-bound triisoxazoline that can be liberated from the resin by transesterification. When four nitroseleno ethers (2-5) and four capping nitroalkanes (6-9) were employed, a triisoxazoline library (V) of 64 positional isomers was obtained by three iterative applications of these two reactions. The tactical flexibility of this strategy for preparing small polyfunctional oligomers is particularly attractive in that each subunit addition proceeds via a C-C bond-forming step.

Journal Article↗