Ruthenium-catalyzed transformations of cyclopropylethynes

…, C Bruneau, PH Dixneuf, HC Militzer, A de Meijere

Index: Emme, Ingo; Bruneau, Christian; Dixneuf, Pierre H.; Militzer, Hans-Christian; De Meijere, Armin Synthesis, 2007 , # 22 p. 3574 - 3588

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Citation Number: 2

Abstract

Abstract The addition of various carboxylic acids to (trans-2-ethoxycyclopropyl) ethyne (1) by catalysis with [Ru (O 2 CH)(CO) 2 (PPh 3)] 2 proceeds regioselectively in the Markovnikov sense with ring opening of the cyclopropyl group to furnish allenylacetaldehyde acyl ethyl acetals 3 in high yields (44-96%, 11 examples). The allenylacetaldehyde derivatives undergo palladium-catalyzed Heck-type cross coupling with iodobenzene and ...