Induction of chirality: experimental evidence of atropisomerism in azapeptides

Chemical Communications : Chem Comm
Philipp A OttersbachMichael Gütschow

Abstract

Methylation of the peptide bond in model azadipeptides leads to the E configuration and hence to atropisomerism due to a restricted rotation around the N-N axis.

References

Oct 3, 2002·Journal of the American Chemical Society·Ho-Jin LeeKang-Bong Lee
Dec 4, 2003·Journal of Computational Chemistry·Ho-Jin LeeChang-Ju Yoon
Jul 19, 2008·Accounts of Chemical Research·Jayanta ChatterjeeHorst Kessler
Jul 29, 2009·Angewandte Chemie·Jonathan ClaydenSteven R LaPlante
Jan 22, 2011·Organic Letters·Hideyo TakahashiHideaki Natsugari
Mar 2, 2011·ChemMedChem·Steven R LaPlanteOliver Hucke
Jun 4, 2011·Journal of the American Chemical Society·Bishwajit PaulKent Kirshenbaum
Aug 3, 2011·Future Medicinal Chemistry·Caroline ProulxWilliam D Lubell
Aug 19, 2011·Journal of Medicinal Chemistry·Steven R LaplantePaul J Edwards
Dec 14, 2011·Organic & Biomolecular Chemistry·Edmund W D BurkeJonathan Clayden

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Citations

Oct 15, 2014·ACS Medicinal Chemistry Letters·Janina SchmitzMichael Gütschow
Jan 17, 2013·Organic Letters·Philipp A OttersbachMichael Gütschow
Jun 2, 2021·Organic Letters·Kalpita BaruahBani Kanta Sarma

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