Allenes and transition metals: a diverging approach to heterocycles.
[reaction: see text] An alkynyl allene has been converted to heterocycles possessing an alpha-alkylidene cyclopentenone, a 4-alkylidene cyclopentenone, or a cross-conjugated triene. Thus, a common intermediate has been converted to three structurally unique compounds by changing only the reaction conditions and, therefore, controlling various reaction pathways.
Brummond
Kay M
KM
Department of Chemistry, University of Pittsburgh, Pittsburgh, Pennsylvania 15260, USA. kbrummond@pitt.edu
Mitasev
Branko
B
D000466:Alkadienes / Q000737:chemistry*; D000480:Alkynes / Q000737:chemistry; D000596:Amino Acids / Q000737:chemistry; D003500:Cyclization; D003517:Cyclopentanes / Q000138:chemical synthesis; D006571:Heterocyclic Compounds / Q000138:chemical synthesis / Q000737:chemistry*; D028561:Transition Elements / Q000737:chemistry*
D000466:Alkadienes; D000480:Alkynes; D000596:Amino Acids; D003517:Cyclopentanes; D006571:Heterocyclic Compounds; D028561:Transition Elements; C025947:propadiene; C013905:cyclopentenone