The Journal of Organic Chemistry

Palladium-catalyzed triethylammonium formate reductions. 4. Reduction of acetylenes to cis-monoenes and hydrogenolysis of tertiary allylic amines

JR Weir, BA Patel, RF Heck

Index: Weir, John R.; Patel, Babu A.; Heck, Richard F. Journal of Organic Chemistry, 1980 , vol. 45, # 24 p. 4926 - 4931

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Citation Number: 110

Abstract

4-Nitrophenylacetylene, on the other hand, could not be reduced selectively under any conditions and only 4-aminobenzyl could be found as a product. With an excess of reducing agent this product could be obtained in 71 70 yield. l-Phenyll-3-methylbut-3-en-l-yne apparently was reduced to the cis diene, but the diene underwent partial isomerization to the trans isomer under all conditions we tried. Catalytic reduction of this compound with ...