33224-69-0

Upstream product

• 7677-24-9 trimethylsilyl cyanide 
• 774-48-1 (diethoxymethyl)benzene 
• 23237-02-7 tetramethylammonium cyanide 
• 33224-98-5 ethoxy-phenyl-acetic acid amide 
• 65792-30-5 methyl α-ethoxy-α-phenylacetate 
• 33224-99-6 2-ethoxy-2-phenylacetic acid 

Relevant academic research and scientific papers

A Sterically Congested α-Cyanoamine as a Cyanating Reagent: Cyanation of Acetals and Orthoesters

The cyanation of acetals and orthoesters by using a sterically congested α-cyanoamine as a cyanating reagent was investigated. The α-cyanoamine effectively facilitated cyanation in the presence of trichlorosilyl triflate to produce a variety of cyanated adducts in excellent yields. Analysis of the reaction mixture by 1H NMR spectroscopy revealed that trichlorosilyl triflate produced an oxocarbenium cation species as an intermediate.

Interaction of dihydropyridines and nucleophiles with carbene complexes of chromium: Diastereo- and enantioselective synthesis of polycyclic butenolides

The interaction of N-methyldihydropyridine with carbene complexes of chromium promotes their spontaneous homologation upon addition of a hydride to the carbene carbon and an insertion of CO. This is followed in the case of complexes tethered to a triple bond by cascade insertions of the triple bond and of a CO ligand giving finally butenolides. The scope of the reaction has been established with its limitations, together with the stereochemical outcome, which is discussed. [5.5], [5.6], [5.7] bicyclic and tricyclic systems have been synthesised together with chiral butenolides starting from chiral carbene complexes. Most of the new structures have been assessed by X-ray crystallography. This transformation was first extended to dihydronicotinamides, to chiral dihydropyridines such as dihydronicotines which led to the butenolides in an enantioselective way, and to other sources of hydrides. Second, a series of nucleophiles such as alkoxides, alkyllithium and alkylmagnesium compounds led also to polycyclic, substituted butenolides. Moreover, the final lactone enolates could be trapped with oxygen and gave unsaturated lactonols. The key point in all of these reactions is the formation of tetrahedral intermediates upon interaction of the nucleophiles with the carbene carbon. Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2004.

Efficient Activation of Acetals, Aldehydes, and Imines toward Silylated Nucleophiles by the Combined Use of Catalytic Amounts of 2 and TMS-CN under Almost Neutral Conditions

In the presence of catalytic amount of a transition metal compound such as 2, Co(acac)2, or NiCl2, trimethylsilyl cyanide smoothly reacts with acetals to form α-methoxy carbonitriles in good yields.In the coexistence of catalytic amounts of Rh

Efficient Activation of Acetals toward Nucleophiles by the Use of Transition Metal Salts. New Method for Cyanation of Acetals and Orthoester Derived from Aromatic and α,β-Unsaturated Carbonyl Compounds with Trimethylsilyl Cyanide under Neutral Condition

In the presence of a catalytic amount of transition metal salts (NiCl2, CoCl2, PdCl2, etc.), trimethylsilyl cyanide smoothly reacts with acetals or orthoester derived from aromatic and α,β-unsaturated carbonyl compounds to give the corresponding α-cyano d