835629-40-8Relevant academic research and scientific papers
Chemistry of vinyl sulfones. Approach to novel conformationally restricted analogues of glutamic acid
Díez, David,García,Marcos, Isidro S.,Garrido,Basabe,Broughton, Howard B.,Urones, Julio G.
, p. 699 - 707 (2005)
A totally different approach to conformationally restricted glutamic acid analogues is described, in which one of the acid functions is replaced by a cyclopropanol. The reactivity of cyclopropanol vinyl sulfones toward addition of lithiated Sch?llkopf bislactim ether provides a facile synthesis of α-amino acid diastereoisomers. Conformational analysis of these analogues, incorporating solvation effects, and docking to a glutamate receptor model, are used to show the relevance of the conformational restrictions employed. Novel conformationally restricted analogues of glutamic acid have been synthetised.
