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 ◽  
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

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

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.

Modular, Stereocontrolled Cβ–H/Cα–C Activation of Alkyl Carboxylic Acids

2019 ◽  
Author(s):  
Ming Shang ◽  
Karla S. Feu ◽  
Julien C. Vantourout ◽  
Lisa M. Barton ◽  
Heather L. Osswald ◽  
...  
Keyword(s):  
Carboxylic Acid ◽  
Heterocyclic Compounds ◽  
Cross Coupling ◽  
Building Blocks ◽  
Enantioselective Synthesis ◽  
Carbon Centers ◽  
Drug Candidates ◽  
Rapid Diversification ◽  
Directing Group ◽  
Compound Series

<div> <div> <div> <p>The union of two powerful transformations, directed C–H activation and decarboxylative cross-coupling, for the enantioselective synthesis of vicinally functionalized alkyl, carbocyclic, and heterocyclic compounds is described. Starting from simple carboxylic acid building blocks, this modular sequence exploits the residual directing group to access more than 50 scaffolds that would be otherwise extremely difficult to prepare. The tactical use of these two transformations accomplishes a formal vicinal difunctionalization of carbon centers in a way that is modular and thus amenable to rapid diversity incorporation. A simplification of routes to known preclinical drug candidates is presented along with the rapid diversification of an antimalarial compound series. </p> </div> </div> </div>

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

2013 ◽  
Vol 42 (7) ◽  
pp. 691-693 ◽  
Author(s):  
Mitsuru Kitamura ◽  
Kento Murakami ◽  
Yuichiro Shiratake ◽  
Tatsuo Okauchi
Keyword(s):  
Enol Ether ◽  
Silyl Enol Ether

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

1989 ◽  
Vol 54 (11) ◽  
pp. 2605-2608 ◽  
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

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

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...

Silyl Enol Ether Based Nucleophiles

2012 ◽  
pp. 1
Author(s):  
D. W. C. MacMillan ◽  
A. J. B. Watson
Keyword(s):  
Enol Ether ◽  
Silyl Enol Ether
Sign in / Sign up

Export Citation Format

Share Document