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

Abstract : 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.
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https://hal.univ-lorraine.fr/hal-01520992
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Submitted on : Thursday, May 11, 2017 - 12:15:10 PM
Last modification on : Thursday, February 25, 2021 - 10:00:02 AM

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O. Roy, C. Caumes, Y. Esvan, Claude Didierjean, S. Faure, et al.. The tert-Butyl Side Chain: A Powerful Means to Lock Peptoid Amide Bonds in the Cis Conformation. Organic Letters, American Chemical Society, 2013, 15 (9), pp.2246-2249. ⟨10.1021/ol400820y⟩. ⟨hal-01520992⟩

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