Synthesis of Polycyclic Ring Systems Using Transition Metal Catalyzed Cyclizations of Diazo Alkynyl KetonesReportar como inadecuado


Synthesis of Polycyclic Ring Systems Using Transition Metal Catalyzed Cyclizations of Diazo Alkynyl Ketones


Synthesis of Polycyclic Ring Systems Using Transition Metal Catalyzed Cyclizations of Diazo Alkynyl Ketones - Descarga este documento en PDF. Documentación en PDF para descargar gratis. Disponible también para leer online.

Department of Chemistry, Emory University, Atlanta, Georgia 30322, USA





Abstract The rhodiumII-catalyzed reaction of α-diazo ketones bearing tethered alkyne units represents a new and useful method for the construction of a variety of substituted cyclopentenones. The process proceeds by addition of the rhodium-stabilized carbenoid onto the acetylenic π-bond to give a vinyl carbenoid intermediate. The resulting rhodium complex undergoes a wide assortment of reactions including cyclopropanation, 1,2-hydrogen migration, CH-insertion, addition to tethered alkynes and ylide formation. When 2-alkynyl-2-diazo-3-oxobutanoates were treated with a RhII-catalyst, furo3,4-cfurans were formed in excellent yield. View Full-Text

Keywords: rhodium; catalyst; diazo; ketone; alkyne; cyclization; CH-insertion; ylide; furo3; 4-cfurans rhodium; catalyst; diazo; ketone; alkyne; cyclization; CH-insertion; ylide; furo3; 4-cfurans





Autor: Albert Padwa

Fuente: http://mdpi.com/



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