title: Synthesis of spirotetramates via a Diels-Alder approach.
abstract: A study toward the unusual spirotetramate core of the pyrroindomycin antibiotics employing an intermolecular Diels-Alder reaction of an exo-methylene tetramic acid dienophile is described. The exo-methylene tetramate is readily synthesized from S-methylcysteine, and its reactivity as a dienophile is compared with that of related dehydroalanine derivatives. An alternative approach to spirotetramates using a nitroalkene dienophile is also reported.
authors.affiliation: School of Chemistry, University of Nottingham, University Park, Nottingham NG7 2RD, UK.
authors.forename: Nicholas A
authors.initials: NA
authors.lastname: Butt
authors.forename: Christopher J
authors.initials: CJ
authors.lastname: Moody
mesh_terms: D018942:Macrolides / Q000737:chemistry; D015394:Molecular Structure; D013141:Spiro Compounds / Q000138:chemical synthesis*
chemical_list: D018942:Macrolides; D013141:Spiro Compounds