A combined experimental and computational study of NHC-catalyzed allylation of allenoate with MBH esters: new regiospecific and stereoselective access to 1,5-enyne
Jens Schlieter,Fang Sun,Fangfang Lu,Xochitl Sandoval López,Xue Song,Wenchao Wu,Kai Zhang,Chenxia Yu,Tuanjie Li,Donghui Wei,Changsheng Yao +10 more
TLDR
An NHC-catalyzed regiospecific allylation of α-substituted allenoates with MBH carbonates derived from aryl aldehyde furnished highly functionalized 1,5-enynes bearing a quaternary carbon successfully as discussed by the authors.Abstract:
An NHC-catalyzed regiospecific allylation of α-substituted allenoates with MBH carbonates derived from aryl aldehyde furnished highly functionalized 1,5-enynes bearing a quaternary carbon successfully. Combining with DFT calculations, the reaction mechanism of this conversion was proposed. This method has the advantages of high regioselectivity, good yields and mild reaction conditions. This transformation not only provided a new access to 1,5-enyne, but also enriched the chemistry of allenoates and NHC catalysis.read more
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Regioselective Photocatalytic Dialkylation/Cyclization Sequence of 3‐Aza‐1,5‐Dienes: Access to 3,4‐Dialkylated 4‐Pyrrolin‐2‐Ones
TL;DR: In this article , a visible-light-induced regioselective tandem enamido β-C(sp2)−H alkylation/acrylamidic alkylation/cyclizative alkenylation sequence of 3-aza-1,5-dienes is presented.
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Exploring the regioselectivity for the cyanoalkylation of 3-aza-1,5-dienes: photoinduced synthesis of 3-cyanoalkyl-4-pyrrolin-2-ones
TL;DR: A visible-light-induced regioselective cyanoalkylalkenylation of 1,5-dienes with oxime esters as the alkyl radical precursors with high yields and a broad substrate scope under visible light is reported.
Journal ArticleDOI
NHC-Catalyzed [2 + 4] Annulation of Alkynyl Ester with Chalcone.
TL;DR: An NHC-catalyzed [2 + 4] cyclization of alkynyl ester with α,β-unsaturated ketone to form a pyran scaffold was developed successfully and is attractive for the syntheses of highly substituted 4H-pyran derivatives.
Journal ArticleDOI
A DFT study on mechanism and regioselectivity of NHC-catalyzed double acylation of aromatic 1,2-diketones with α,β-unsaturated ketones
TL;DR: The possible mechanisms and origin of regioselectivity of N-heterocyclic carbene (NHC)-catalyzed double acylation reaction of aromatic 1,2-diketones with α,β-unsaturated ketones have been theoretically studied by density functional theory as discussed by the authors .
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