1207613-75-9Relevant academic research and scientific papers
α(δ')-Michael addition of alkyl amines to dimethyl (E)-hex-2- en-4-ynedioate: Synthesis of α,β-dehydroamino acid derivatives
Chavan, Arjun S.,Deng, Jie-Cheng,Chuang, Shih-Ching
, p. 2611 - 2622 (2013)
The direct nucleophilic addition of alkyl amines to the α(δ')-carbon atom of dimethyl (E)-hex-2-en-4-ynedioate to generate α,β-dehydroamino acid derivatives is reported. Herein, we have studied the reactivity of various primary and secondary alkyl amines
Reactivity of a propiolate dimer with nucleophiles and an efficient synthesis of dimethyl α-aminoadipate
Zhou, Li-Hong,Yu, Xiao-Qi,Pu, Lin
experimental part, p. 425 - 427 (2010/03/04)
An enyne dimer (1) of methyl propiolate was reacted with amines to form dimethyl (E,E)-2-amino-2,4-hexadiene dioates with remarkable chemospecificity, regiospecificity, and stereospecificity. This enyne was also reduced by Ph3P stereospecifically to form dimethyl (E,E)-muconic ester. Hydrogenation of the conjugated amino-diene led to an efficient production of dimethyl α-aminoadipate. A lactam of dimethyl α-aminoadipate was obtained in high yield by simply varying the hydrogenation conditions.
