Oxovanadium(v)-catalyzed oxidative cross-coupling of enolates using O2 as a terminal oxidant

Yuma Osafune; Yuqing Jin; Toshikazu Hirao; Mamoru Tobisu; Toru Amaya

doi:10.1039/d0cc04395h

Oxovanadium(v)-catalyzed oxidative cross-coupling of enolates using O2 as a terminal oxidant

Chemical Communications ◽

10.1039/d0cc04395h ◽

2020 ◽

Vol 56 (78) ◽

pp. 11697-11700

Author(s):

Yuma Osafune ◽

Yuqing Jin ◽

Toshikazu Hirao ◽

Mamoru Tobisu ◽

Toru Amaya

Keyword(s):

Cross Coupling ◽

Enol Ether ◽

Silyl Enol Ether

The oxovanadium(v)-catalyzed oxidative cross-coupling of enolates using O2 as a terminal oxidant is reported, where a boron enolate and a silyl enol ether were employed as enolates.

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ChemInform Abstract: 3-Alkyl-1,2-cyclopentanediones by Negishi Cross-Coupling of a 3-Bromo-1,2-cyclopentanedione Silyl Enol Ether with Alkylzinc Reagents: An Approach to 2-Substituted Carboxylic Acid γ-Lactones, Homocitric and Lycoperdic Acids.

ChemInform ◽

10.1002/chin.201611057 ◽

2016 ◽

Vol 47 (11) ◽

pp. no-no

Author(s):

Anne Paju ◽

Diana Kostomarova ◽

Katharina Matkevits ◽

Marit Laos ◽

Tonis Pehk ◽

...

Keyword(s):

Carboxylic Acid ◽

Cross Coupling ◽

Enol Ether ◽

Silyl Enol Ether

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3-Alkyl-1,2-cyclopentanediones by Negishi cross-coupling of a 3-bromo-1,2-cyclopentanedione silyl enol ether with alkylzinc reagents: an approach to 2-substituted carboxylic acid γ-lactones, homocitric and lycoperdic acids

Tetrahedron ◽

10.1016/j.tet.2015.10.014 ◽

2015 ◽

Vol 71 (49) ◽

pp. 9313-9320 ◽

Cited By ~ 6

Author(s):

Anne Paju ◽

Diana Kostomarova ◽

Katharina Matkevitš ◽

Marit Laos ◽

Tõnis Pehk ◽

...

Keyword(s):

Carboxylic Acid ◽

Cross Coupling ◽

Enol Ether ◽

Silyl Enol Ether

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Synthesis of α-Arylcarboxylic Acid Amides from Silyl Enol Ether via Migratory Amidation with 2-Azido-1,3-dimethylimidazolinium Hexafluorophosphate

Chemistry Letters ◽

10.1246/cl.130195 ◽

2013 ◽

Vol 42 (7) ◽

pp. 691-693 ◽

Cited By ~ 10

Author(s):

Mitsuru Kitamura ◽

Kento Murakami ◽

Yuichiro Shiratake ◽

Tatsuo Okauchi

Keyword(s):

Enol Ether ◽

Silyl Enol Ether

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ChemInform Abstract: ASYMMETRIC CROSS ALDOL SYNTHESIS. ASYMMETRIC ADDITION OF SILYL ENOL ETHER AND KETENE SILYL ACETAL TO α-KETO ESTERS

Chemischer Informationsdienst ◽

10.1002/chin.197805092 ◽

1978 ◽

Vol 9 (5) ◽

Author(s):

I. OJIMA ◽

K. YOSHIDA ◽

SH. INABA

Keyword(s):

Enol Ether ◽

Asymmetric Addition ◽

Keto Esters ◽

Silyl Enol Ether

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Carbon-carbon bond formation in reactions of PhIO.cntdot.HBF4-silyl enol ether adduct with alkenes or silyl enol ethers

The Journal of Organic Chemistry ◽

10.1021/jo00272a028 ◽

1989 ◽

Vol 54 (11) ◽

pp. 2605-2608 ◽

Cited By ~ 52

Author(s):

V. V. Zhdankin ◽

M. Mullikin ◽

Rik Tykwinski ◽

Bruce Berglund ◽

Ronald Caple ◽

...

Keyword(s):

Bond Formation ◽

Enol Ether ◽

Enol Ethers ◽

Carbon Bond ◽

Silyl Enol Ethers ◽

Carbon Carbon Bond ◽

Silyl Enol Ether

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ChemInform Abstract: SEVEN-MEMBERED RINGS VIA SILYL ENOL ETHER PARTICIPATION IN THE OLEFIN CYCLIZATION. ANTI-MARKOWNIKOFF CYCLIZATION IN BIOMIMETIC TERPENE SYNTHESIS

Chemischer Informationsdienst ◽

10.1002/chin.197737082 ◽

1977 ◽

Vol 8 (37) ◽

pp. no-no

Author(s):

S. HASHIMOTO ◽

A. ITOH ◽

Y. KITAGAWA ◽

H. YAMAMOTO ◽

H. NOZAKI

Keyword(s):

Enol Ether ◽

Silyl Enol Ether ◽

Terpene Synthesis

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An Access to Highly Enantioenriched cis-3,5-Disubstituted γ-Lactones from α-Bromoacetate and Silyl Enol Ether

Organic & Biomolecular Chemistry ◽

10.1039/d1ob01403j ◽

2021 ◽

Author(s):

Ha Rim Lee ◽

Seo Yun Kim ◽

Min Ji Park ◽

Yong Sun Park

Keyword(s):

Nucleophilic Substitution ◽

Enol Ether ◽

Enol Ethers ◽

Silyl Enol Ethers ◽

Synthetic Strategy ◽

Silyl Enol Ether

A novel synthetic strategy for highly enantioenriched cis-3,5-disubstituted γ-lactones has been developed by the AgOTf-promoted nucleophilic substitution of α-bromoacetates with silyl enol ethers and subsequent reductive lactonization. The utility of...

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