Efficient activation of acetals, aldehydes, and imines toward silylated nucleophiles by the combined use of catalytic amounts of (Rh (COD) Cl) 2 and TMS-CN under …

…, H Takenoshita, M Yamada, T Mukaiyama

Index: Soga, Tsunehiko; Takenoshita, Haruhiro; Yamada, Masaaki; Mukaiyama, Teruaki Bulletin of the Chemical Society of Japan, 1990 , vol. 63, # 11 p. 3122 - 3131

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Citation Number: 35

Abstract

In the presence of a catalytic amount of a transition metal compound such as [Rh (COD) Cl] 2, Co (acac) 2, or NiCl 2, trimethylsilyl cyanide smoothly reacts with acetals to form α- methoxy carbonitriles in good yields. In the coexistence of catalytic amounts of [Rh (COD) Cl] 2 and TMS-CN, silyl enol ethers or ketene silyl acetals react with acetals, aldehyes, or imines to yield the corresponding coupling products in good yields under almost neutral ...