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An Expedient Method for the Umpolung Coupling of Enols with Heteronucleophiles
(Wiley, 2022-08)
[EN] In this paper, we present an unprecedented and general umpolung protocol that allows the functionalization of silyl enol ethers and of 1,3-dicarbonyl compounds with a large range of heteroatom nucleophiles, including ...
Conformational Flexibility as a Tool for Enabling Site-Selective Functionalization of Unactivated sp(3) C-O Bonds in Cyclic Acetals
(American Chemical Society, 2022)
A dual catalytic manifold that enables site-selective functionalization of unactivated sp(3) C-O bonds in cyclic acetals with aryl and alkyl halides is reported. The reaction is triggered by an appropriate sigma*-p orbital ...
Iron-Catalyzed Direct α-Arylation of Ethers with Azoles
(Royal Society of Chemistry, 2015-07-14)
The direct α-arylation of cyclic and acyclic ethers with azoles has been achieved, which features a novel iron-catalyzed cross-dehydrogenative coupling (CDC) process. This practical oxidative method allowed the efficient ...
Enantioselective Michael Addition of Aldehydes to Maleimides Organocatalyzed by a Chiral Primary Amine-Salicylamide
(MDPI, 2018-12-12)
A primary amine-salicylamide derived from chiral trans-cyclohexane-1,2-diamine was used as an organocatalyst for the enantioselective conjugate addition of aldehydes, mainly ,-disubstituted to N-substituted maleimides. The ...
Zinc Iodide Catalyzed Synthesis of Trisubstituted Allenes from Terminal Alkynes and Ketones
(American Chemical Society, 2021-09-14)
A straightforward, user-friendly, efficient protocol for the one pot, ZnI2-catalyzed allenylation of terminal alkynes with pyrrolidine and ketones, toward trisubstituted allenes, is described. Trisubstituted allenes can ...
Stereoselective Alkylation of Chiral Titanium(IV) Enolates with tert-Butyl Peresters
(American Chemical Society, 2021-11-19)
[EN]Here, we present a new stereoselective alkylation of titanium(IV) enolates of chiral N-acyl oxazolidinones with tert-butyl peresters from Calpha-branched aliphatic carboxylic acids, which proceeds through the decarboxylation ...
Unprecedented Multicomponent Organocatalytic Synthesis of Propargylic Esters via CO2 Activation
(Wiley‐VCH, 2019-02-19)
An efficient and straightforward organocatalytic method for the
direct, multicomponent carboxylation of terminal alkynes with
CO2 and organochlorides, towards propargylic esters, is reported
for the first time. ...
Manganese-Catalyzed Multicomponent Synthesis of Tetrasubstituted Propargylamines: System Development and Theoretical Study
(Wiley-VCH, 2020-07-20)
The importance of multicomponent reactions as an efficient tool in organic synthesis is widely recognized, as the need for sustainable, practical, atom- and step-economic methodologies is becoming a crucial concept in ...
An umpolung strategy to react catalytic enols with nucleophiles
(Nature, 2019-11-20)
The selective synthesis of a-functionalized ketones with two similar enolizable positions can be accomplished using allylic alcohols and iridium(III) catalysts. A formal 1,3-hydrogen shift on allylic alcohols generates ...
Stereoselective, Ruthenium-Photocatalyzed Synthesis of 1,2-Diaminotruxinic Bis-amino Acids from 4-Arylidene-5(4H)-oxazolones
(American Chemical Society, 2022-02-10)
[EN] The irradiation of (Z)-2-phenyl-4-aryliden-5(4H)-oxazolones 1 in deoxygenated CH2Cl2 at 25 °C with blue light (465 nm) in the presence of [Ru(bpy)3](BF4)2 (5% mole ratio) as a triplet photocatalyst promotes the [2+2] ...