Ambiphilic allenes: synthesis and reactivity.
Ambiphilic allenes are generated by an organocatalyzed domino reaction of alkyl propiolates and aromatic 1,2-diketones; in the absence of any external chemical agent, these allenes perform a thermally-driven dimerization reaction to generate the corresponding fully-substituted cyclobutanes in a regio- and highly stereoselective manner.
Tejedor
David
D
Instituto de Productos Naturales y Agrobiología, CSIC, Astrofísico Francisco Sánchez 3, 38206, La Laguna, Tenerife, Spain. dtejedor@ipna.csic.es
Méndez-Abt
Gabriela
G
González-Platas
Javier
J
Ramírez
Miguel A
MA
García-Tellado
Fernando
F
D000107:Acetylation; D000466:Alkadienes / Q000737:chemistry*; D000588:Amines / Q000737:chemistry; D001554:Benzene / Q000737:chemistry; D002384:Catalysis; D008745:Methylation; D015394:Molecular Structure; D013764:Tetrahydronaphthalenes / Q000138:chemical synthesis / Q000737:chemistry; D014867:Water / Q000737:chemistry*
D000466:Alkadienes; D000588:Amines; D013764:Tetrahydronaphthalenes; D014867:Water; C003020:oxoline; C025947:propadiene; D001554:Benzene