Ruthenium-catalyzed aldol and Michael reactions of nitriles. Carbon-carbon bond formation by. alpha.-CH activation of nitriles.

SI Murahashi, T Naota, H Taki, M Mizuno…

Index: Murahashi, Shun-Ichi; Naota, Takeshi; Taki, Hiroshi; Mizuno, Masahiko; Takaya, Hikaru; Komiya, Sanshiro; Mizuho, Yuji; Oyasato, Naohiko; Hiraoka, Makiko; Hirano, Masafumi; Fukuoka, Atsushi Journal of the American Chemical Society, 1995 , vol. 117, # 50 p. 12436 - 12451

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Citation Number: 191

Abstract

Abstract: The ruthenium (II)-catalyzed reaction of nitriles with carbonyl compounds proceeds highly efficiently under neutral and mild conditions to give a&unsaturated nitriles. Under similar reaction conditions, nitriles react with olefins bearing electron-withdrawing groups to give the corresponding Michael adducts. The efficiency of the reaction is illustrated by the selective additions to a, p-unsaturated aldehydes and acetylenes bearing electron- ...