Ruthenium catalyzes the synthesis of γ-butenolides fused with cyclohexanones

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Title
Ruthenium catalyzes the synthesis of γ-butenolides fused with cyclohexanones
Author(s)
Raju S. Thombal; Seoung-Tae Kim; Mu-Hyun Baik; Yong Rok Lee
Publication Date
2019-03
Journal
CHEMICAL COMMUNICATIONS, v.55, no.20, pp.2940 - 2943
Publisher
ROYAL SOC CHEMISTRY
Abstract
Ruthenium(II)-catalyzed reactions of cyclic diazodicarbonyl compounds with β-ketoamides for chemo- and stereoselective construction of cyclohexanone-fused γ-butenolides are described. This study represents the first example of the addition of an enol substrate which is formed by the tautomerization of the β-ketoamides to the electrophilic carbene center for unusual cyclization through amide cleavage. The combined experimental and computational studies shed light on the mechanistic pathway favouring the unusual ring formation reaction instead of the involvement of the general carbonyl ylide intermediates for the product generation. © The Royal Society of Chemistry
URI
https://pr.ibs.re.kr/handle/8788114/5673
ISSN
1359-7345
Appears in Collections:
Center for Catalytic Hydrocarbon Functionalizations(분자활성 촉매반응 연구단) > Journal Papers (저널논문)
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