AuCl3-Catalyzed Hemiacetal Activation for the Stereoselective Synthesis of 2-Deoxy Trehalose Derivatives

Autor: Robin Jeanneret, Carlo Walz, Maarten van Meerbeek, Sarah Coppock, M. Carmen Galan

Publikováno v: Jeanneret, R, Walz, C, van Meerbeek, M, Coppock, S & Galan, M C 2022, ' AuCl3-Catalyzed Hemiacetal Activation for the Stereoselective Synthesis of 2-Deoxy Trehalose Derivatives ', Organic Letters, vol. 24, no. 34, pp. 6304-6309 . https://doi.org/10.1021/acs.orglett.2c02530

A new practical, catalytic, and highly stereoselective method for directly accessing 1,1-α,α'-linked 2-deoxy trehalose analogues via AuCl 3-catalyzed dehydrative glycosylation using hemiacetal glycosyl donors and acceptors is described. The method

Externí odkaz: https://explore.openaire.eu/search/publication?articleId=doi_dedup___::5a1ce5397d0196d146be18afcc9b203e
https://research-information.bris.ac.uk/ws/files/341455822/acs.orglett.2c02530.pdf

Ionic Liquid Tags for Supported Oligosaccharide Synthesis

Autor: Robin Jeanneret, M. Carmen Galan

Ionic liquid Tags (ITags) have emerged as a class of labels for solution phase supported oligosaccharide synthesis, where the multifunctional ITags allow glycosylation chemistry to be carried out in solution phase by chemical and enzymatic means, whi

Externí odkaz: https://explore.openaire.eu/search/publication?articleId=doi_________::2a7dcc63f05973676ead5e50514dff38
https://doi.org/10.1016/b978-0-12-819475-1.00014-6

Copper Reactivity Can Be Tuned to Catalyze the Stereoselective Synthesis of 2-Deoxyglycosides from Glycals

Autor: Abhijit Sau, M. Carmen Galan, Maristela Braga Martins-Teixeira, Carlos Palo-Nieto, Laurence Grimaud, Robin Jeanneret, Pierre-Adrien Payard, Ivone Carvalho, Aude Salamé

Publikováno v: Organic Letters
Repositório Institucional da USP (Biblioteca Digital da Produção Intelectual)
Universidade de São Paulo (USP)
instacron:USP
Organic Letters, American Chemical Society, 2020, 22 (5), pp.1991-1996. ⟨10.1021/acs.orglett.9b04525⟩
Organic Letters, 2020, 22 (5), pp.1991-1996. ⟨10.1021/acs.orglett.9b04525⟩

International audience; We demonstrate that tuning the reactivity of Cu by the choice of oxidation state and counterion leads to the activation of both "armed" and "disarmed" type glycals toward direct glycosylation leading to the α-stereoselective

Externí odkaz: https://explore.openaire.eu/search/publication?articleId=doi_dedup___::0f7ae0a8f9eb5b9cde72a2cdaadad6b5