Stereoselective Oxidative Bioconjugation of Amino Acids and Oligopeptides to Aldehydes

Autor: Henriette N. Tobiesen, Lars A. Leth, Marc V. Iversen, Line Næsborg, Søren Bertelsen, Karl Anker Jørgensen

Publikováno v: Tobiesen, H N, Leth, L A, Iversen, M V, Naesborg, L, Bertelsen, S & Jørgensen, K A 2020, ' Stereoselective Oxidative Bioconjugation of Amino Acids and Oligopeptides to Aldehydes ', Angewandte Chemie-International Edition, vol. 59, no. 42, pp. 18490-18494 . https://doi.org/10.1002/anie.202008513

The first stereoselective, near-equimolar, and metal-free oxidative bioconjugation of amino acids and oligopeptides to aldehydes is presented. Based on a newly developed organocatalytic oxidative concept, the C-terminal and side-chain carboxylic acid

Externí odkaz: https://explore.openaire.eu/search/publication?articleId=doi_dedup___::59ff85dca704c2e55a5f42056bd082be
https://doi.org/10.1002/anie.202008513

Umpolung Strategy for α-Functionalization of Aldehydes for the Addition of Thiols and other Nucleophiles

Autor: Matilde Rusbjerg, Jakob Blom, Casper L. Barløse, Karl Anker Jørgensen, Henriette N. Tobiesen, Marc V. Iversen, Niels Hammer, Gabriel J. Reyes-Rodríguez, Johannes N. Lamhauge

Publikováno v: Blom, J, Reyes Rodriguez, G J, Tobiesen, H N, Lamhauge, J N, Iversen, M V, Barløse, C L, Hammer, N, Rusbjerg, M & Jørgensen, K A 2019, ' Umpolung Strategy for α-Functionalization of Aldehydes for the Addition of Thiols and other Nucleophiles ', Angewandte Chemie-International Edition, vol. 58, no. 49, pp. 17856-17862 . https://doi.org/10.1002/anie.201911793

Nucleophile–nucleophile coupling is a challenging transformation in organic chemistry. Herein we present a novel umpolung strategy for α-functionalization of aldehydes with nucleophiles. The strategy uses organocatalytic enamine activation and qui

Externí odkaz: https://explore.openaire.eu/search/publication?articleId=doi_dedup___::6637934f6e9d01618a42daf47b29a1e2
https://pure.au.dk/portal/da/publications/umpolung-strategy-for-functionalization-of-aldehydes-for-the-addition-of-thiols-and-other-nucleophiles(392d5730-182a-4517-8029-cd1380085d7f).html

A Catalytic Oxidative Quinone Heterofunctionalization Method:Synthesis of Strongylophorine-26

Autor: Wanwan Yu, Kristian M. Jacobsen, Henriette N. Tobiesen, Line Clemmensen, Thomas B. Poulsen, Per Hjerrild

Publikováno v: Yu, W, Hjerrild, P, Jacobsen, K M, Tobiesen, H N, Clemmensen, L & Poulsen, T B 2018, ' A Catalytic Oxidative Quinone Heterofunctionalization Method : Synthesis of Strongylophorine-26 ', Angewandte Chemie-International Edition, vol. 57, no. 31, pp. 9805-9809 . https://doi.org/10.1002/anie.201805580

The preparation of heteroatom-substituted p-quinones is ideally performed by direct addition of a nucleophile followed by in situ reoxidation. Albeit an appealing strategy, the reactivity of the p-quinone moiety is not easily tamed and no broadly app

Externí odkaz: https://explore.openaire.eu/search/publication?articleId=doi_dedup___::8aad378e94c438c7d754a1c4b030b2f0
https://pure.au.dk/portal/da/publications/a-catalytic-oxidative-quinone-heterofunctionalization-method(182dc7e6-5e5d-46c6-bc7e-29a5b7a68efa).html