title: Studies Towards theLeucetta-derived Alkaloids Spirocalcaridine A and B - Possible Biosynthetic Implications.
abstract: An exploration of an abiotic approach to spirocalcaridines A and B is described centered on electrophile-induced dearomatizing spirocyclization of aryl enyne derivatives. Elaboration of the α-iodoenone via an Ullmann-like, copper-catalyzed amidation provided a formamide which upon treatment with methylamine undergoes a dienol-arene rearrangement, providing the corresponding kealiinine-like framework. This observation suggests a possible biosynthetic links between the spirocalcaridines and the naphthimidazole group ofLeucettaalkaloids.
authors.affiliation: Department of Chemistry and Biochemistry, The University of Texas at Arlington, 700 Planetarium Place, Arlington, Texas 76019-0065, USA, , Homepage: http://www.uta.edu/chemistry/faculty/directory/Lovely.php.
authors.forename: Panduka B
authors.initials: PB
authors.lastname: Koswatta
authors.affiliation: Department of Chemistry and Biochemistry, The University of Texas at Arlington, 700 Planetarium Place, Arlington, Texas 76019-0065, USA, , Homepage: http://www.uta.edu/chemistry/faculty/directory/Lovely.php.
authors.forename: Jayanta
authors.initials: J
authors.lastname: Das
authors.affiliation: Center for Nanostructured Materials, The University of Texas at Arlington, 700 Planetarium Place, Arlington, TX 76019-0065, USA.
authors.forename: Muhammed
authors.initials: M
authors.lastname: Yousufuddin
authors.affiliation: Department of Chemistry and Biochemistry, The University of Texas at Arlington, 700 Planetarium Place, Arlington, Texas 76019-0065, USA, , Homepage: http://www.uta.edu/chemistry/faculty/directory/Lovely.php.
authors.forename: Carl J
authors.initials: CJ
authors.lastname: Lovely
keywords: 2-Aminoimidazole; Dearomatization; Rearrangement; Spirocyclization; Ullman reaction