Enantioselective intramolecular aldehyde α-alkylation with simple olefins: Direct access to homo-ene products

…, FG Finelli, DWC MacMillan

Index: Comito, Robert J.; Finelli, Fernanda G.; Macmillan, David W. C. Journal of the American Chemical Society, 2013 , vol. 135, # 25 p. 9358 - 9361

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Citation Number: 24

Abstract

A highly selective method for the synthesis of asymmetrically substituted carbocycles and heterocycles from unactivated aldehyde–olefin precursors has been achieved via enantioselective SOMO-catalysis. Addition of a catalytically generated enamine radical cation across a pendent olefin serves to establish a general asymmetric strategy toward the production of a wide range of formyl-substituted rings with alkene transposition. ...