Ru-Catalyzed Cyclization of Terminal Alkynals to Cycloalkenes
Jesús A. Varela, Carlos González-Rodríguez, Silvia G. Rubín, Luis Castedo and Carlos Saá*
*Departamento de Química Orgánica y Unidad Asociada al CSIC, Facultad de
Química, Universidad de Santiago de Compostela, 15782 Santiago de Compostela,
Spain, Email: qocsaa
usc.es
J. A. Varela, C. González-Rodríguez, S. G. Rubín, L. Castedo, Carlos Saá, J. Am. Chem. Soc., 2006, 128, 9576-9577.
DOI: 10.1021/ja0610434
Abstract
Cycloalkenes can be efficiently prepared by a new Ru-catalyzed decarbonylative cyclization of terminal alkynals. Under appropriate conditions, cycloisomerizations to conjugated aldehydes may be observed. Both processes involve catalytic Ru vinylidenes.
see article for more examples
see article for more reactions
proposed mechanism
Brønsted Acid-Promoted Intramolecular Carbocyclization of Alkynals Leading to Cyclic Enones
C. González-Rodríguez, L. Escalante, J. A. Varela, L. Castedo, C. Sáa, Org. Lett., 2009, 11, 1531-1533.
Key Words
Cycloalkenes, Cyclopentenes, Cyclohexenes
ID: J48-Y2006-2280
