Tetrahedron

Solvent influence in the Rh-catalyzed intramolecular 1, 6 C–H insertions: a general approach to the chromane and flavanone skeletons

A Rosales, I Rodríguez-García, C López-Sánchez…

Index: Rosales, Antonio; Rodriguez-Garcia, Ignacio; Lopez-Sanchez, Cristobal; Alvarez-Corral, Miriam; Munoz-Dorado, Manuel Tetrahedron, 2011 , vol. 67, # 17 p. 3071 - 3075

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Citation Number: 9

Abstract

Solvent polarity and nature of the ligands on the catalyst are crucial factors that control the regioselectivity of the Rh (II) promoted intramolecular 1, 6 C–H insertions versus the β- elimination. We have explored the best conditions for the preparation of flavanones and chromenes through this approach. The procedure is also an excellent way of preparing stereochemically pure Z aryl-alkenes.