Towards Stapling of Helical Alleno??Acetylene Oligomers–Synthesis of an Enantiopure Bis (ethynylvinylidene)??Substituted Cyclohexadeca??1, 3, 9, 11??tetrayne

…, C Dengiz, WB Schweizer, F Diederich

Index: Mueller, I.-E. Sophie; Bernet, Bruno; Dengiz, Cagatay; Schweizer, W. Bernd; Diederich, Francois European Journal of Organic Chemistry, 2014 , vol. 2014, # 5 p. 941 - 953

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Abstract

Abstract We are interested in developing strategies to bridge (“staple”) enantiomerically pure acyclic alleno-acetylenic oligomers to enhance their conformational preferences for helical secondary structures, which are postulated to be at the origin of their exceptional chiroptical properties. We found that ring-closing metathesis (RCM), which has been used for the stapling of peptide helices, failed with an acyclic alleno-acetylene dimer decorated with ...

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