80637-45-2Relevant academic research and scientific papers
Cycloaddition Reactions: Reaction of 3-Methyl-2-phenylpyrrocoline with Dimethyl Acetylenedicarboxylate
Gupta, C. M.,Rizvi, R. K.,Kumar, S.,Anand, Nitya,Murthy, M. R. Narasimha,Venkatesan, K.
, p. 735 - 741 (2007/10/02)
Reaction of 3-methyl-2-phenylpyrrocoline (I) and dimethyl acetylenedicarboxylate (II) in refluxing toluene furnishes cis-7',8-dihydro-4,5,8,9-tetramethoxycarbonyl-7-phenyl-7'-methylazocinopyrrolizine (III) and trans-7',8-dihydro-4,5,8,9-tetramethoxycarbonyl-7-phenyl-7'-methylazocinopyrrolizine (IV), while the same reaction at ambient temperature yields 1--3-methyl-2-phenylpyrrocoline (V) and 1--3-methyl-2-phenylpyrrocoline (VI) as the major products.The structure of IV has been determined by X-ray crystallography.A possible mechanism of formation of these products is also discussed.
