Stereoselective Synthesis of 2-Oxyenamides**

  • An improved route for the highly stereoselective synthesis of (Z)-2-oxyenamides is reported. The desired products can be accessed in only three steps from aminoacetaldehyde dimethyl acetal as common, readily available building block in a highly modular fashion. The improved procedure has been applied to the synthesis of various acylated and sufonylated oxyenamides. Mechanistic and theoretical studies provide a conclusive rationale for the observed stereoselectivities.

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Author:Sara-Cathrin Krieg, Jennifer Grimmer, Annika Maria Pick, Harald Kelm, Martin BreugstORCiD, Georg ManolikakesORCiD
URN:urn:nbn:de:hbz:386-kluedo-80981
DOI:https://doi.org/10.1002/ejoc.202200772
ISSN:1099-0690
Parent Title (English):European Journal of Organic Chemistry
Publisher:Wiley
Document Type:Article
Language of publication:English
Date of Publication (online):2024/04/22
Year of first Publication:2022
Publishing Institution:Rheinland-Pfälzische Technische Universität Kaiserslautern-Landau
Date of the Publication (Server):2024/04/22
Issue:2022/31
Page Number:7
Source:https://chemistry-europe.onlinelibrary.wiley.com/doi/10.1002/ejoc.202200772
Faculties / Organisational entities:Kaiserslautern - Fachbereich Chemie
DDC-Cassification:5 Naturwissenschaften und Mathematik / 540 Chemie
Collections:Open-Access-Publikationsfonds
Licence (German):Zweitveröffentlichung