- Nickel-Catalyzed C(sp3)-H Functionalization of Benzyl Nitriles: Direct Michael Addition to Terminal Vinyl Ketones
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An efficient nickel(0)-catalyzed addition of benzyl nitriles to terminal vinyl ketones via C(sp3)-H functionalization has been developed. The reaction provides a novel and efficient protocol for the synthesis of α-functionalized benzyl nitriles with a wide range of structural diversity under mild reaction conditions while obviating the use of a strong base. The work might be potentially useful toward the development of an enantioselective variant using chiral nitrogen ligands.
- Zhang, Ninghui,Zhang, Chunli,Hu, Xiaoping,Xie, Xin,Liu, Yuanhong
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supporting information
p. 6004 - 6009
(2021/07/31)
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- N-Heterocyclic carbene-catalyzed double acylation of enones with benzils
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Thiazolium carbene-catalyzed reaction of aromatic 1,2-diketones with enones in aprotic solvents gave double acylation products in good yields, whereas hydroacylation products formed by Stetter reaction were not detected at all. These results suggested the generation of aroyloxyenamine species from the 1,2-diketones instead of hydroxyenamines (Breslow intermediates). This journal is
- Takaki, Ken,Ohno, Akira,Hino, Makoto,Shitaoka, Takashi,Komeyama, Kimihiro,Yoshida, Hiroto
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supporting information
p. 12285 - 12288
(2014/12/11)
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- Divergent stereocontrol of acid catalyzed intramolecular aldol reactions of 2,3,7-triketoesters: Synthesis of highly functionalized cyclopentanones
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The intramolecular acid catalyzed aldol cyclization of 2,3,7-triketoesters formed from Χ-keto-α-diazo-β-ketoesters provides highly functionalized cyclopentanones with good diastereoselectivity in high overall yields via kinetically controlled and stereodivergent catalytic processes. Lewis acid catalysis gives high selectivity for the 1,2-anti tetrasubstituted cyclopentanones, whereas Bronsted acid catalysis produces the corresponding 1,2-syn diastereomer.
- Truong, Phong,Shanahan, Charles S.,Doyle, Michael P.
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supporting information; experimental part
p. 3608 - 3611
(2012/08/29)
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- Addition conjuguee d'organometalliques sur des mesitylcetones α-ethyleniques
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Reactions of α-ethylenic mesitylketones with a series of organometallic compounds including allylic orgnometallics and organolithium compounds proceed via exclusive conjugated additions as a result of the steric congestion of the carbonyl of these ketones
- Barbot, F.,N'Goma, D.,Miginiac, Ph.
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p. 277 - 286
(2007/10/02)
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