American Chemical Society
ol400820y_si_002.cif (21.12 kB)

The tert-Butyl Side Chain: A Powerful Means to Lock Peptoid Amide Bonds in the Cis Conformation

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posted on 2013-05-03, 00:00 authored by O. Roy, C. Caumes, Y. Esvan, C. Didierjean, S. Faure, C. Taillefumier
The very simple sterically hindered tert-butyl side chain exerts complete control over the peptoid amide geometry which only exists in the cis conformation. It is exemplified in NtBu glycine homo-oligomers and in linear oligopeptoids designed with an alternating cis–trans backbone amide pattern.