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.
Park
Kyung-Ho
KH
Department of Chemistry, University of California, Davis, California 95616.
Olmstead
Marilyn M.
MM
Kurth
Mark J.
MJ