Chemical Communications

Efficient, direct α-methylenation of carbonyls mediated by diisopropylammonium trifluoroacetate

A Bugarin, KD Jones, BT Connell

Index: Bugarin, Alejandro; Jones, Kyle D.; Connell, Brian T. Chemical Communications, 2010 , vol. 46, # 10 p. 1715 - 1717

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Citation Number: 37

Abstract

Several methods have been developed for the α-methylenation of carbonyls, but a practical approach has yet to be generalized and optimized. 7 Erkkilä and Pihko recently reported an α-methylenation of aldehydes in aqueous isopropanol employing catalytic pyrrolidine and propionic acid, 8 but for the synthesis of complex, functionalized α,β-unsaturated carbonyls, the three step Mannich reaction–alkylation–elimination procedure with dimethylmethylideneammonium iodide ( ...