Universität zu Köln

Krieg, Sara-Cathrin, Grimmer, Jennifer, Pick, Annika Maria, Kelm, Harald, Breugst, Martin and Manolikakes, Georg (2022). Stereoselective Synthesis of 2-Oxyenamides. Eur. J. Org. Chem., 2022 (31). WEINHEIM: WILEY-V C H VERLAG GMBH. ISSN 1099-0690

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Abstract

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.

Item Type:	Journal Article
Creators:	Creators Email ORCID ORCID Put Code Krieg, Sara-Cathrin UNSPECIFIED UNSPECIFIED UNSPECIFIED Grimmer, Jennifer UNSPECIFIED UNSPECIFIED UNSPECIFIED Pick, Annika Maria UNSPECIFIED UNSPECIFIED UNSPECIFIED Kelm, Harald UNSPECIFIED UNSPECIFIED UNSPECIFIED Breugst, Martin UNSPECIFIED UNSPECIFIED UNSPECIFIED Manolikakes, Georg UNSPECIFIED UNSPECIFIED UNSPECIFIED
URN:	urn:nbn:de:hbz:38-672224
DOI:	10.1002/ejoc.202200772
Journal or Publication Title:	Eur. J. Org. Chem.
Volume:	2022
Number:	31
Date:	2022
Publisher:	WILEY-V C H VERLAG GMBH
Place of Publication:	WEINHEIM
ISSN:	1099-0690
Language:	English
Faculty:	Unspecified
Divisions:	Unspecified
Subjects:	no entry
Uncontrolled Keywords:	Keywords Language ANTIMICROBIAL CYCLIC DEPSIPEPTIDES; VERSATILE BUILDING-BLOCKS; DIELS-ALDER REACTIONS; ENANTIOSELECTIVE SYNTHESIS; ASYMMETRIC HYDROGENATION; BIOLOGICAL EVALUATION; PACIDAMYCIN D; AMINO-ACIDS; ENAMIDES; DERIVATIVES Multiple languages Chemistry, Organic Multiple languages
URI:	http://kups.ub.uni-koeln.de/id/eprint/67222