Unambiguous Mono Deuterium Labelling of Alkyl Ethyl Ketones at the α Position of the Ethyl Group by Ruthenium (III) Catalyzed Isomerization of O-Deuterated Allylic Alcohols

1984 ◽  
Vol 14 (11) ◽  
pp. 1043-1046 ◽  
Author(s):  
C. Georgoulis ◽  
J. M. Valéry ◽  
G. Ville
Keyword(s):  
Allylic Alcohols ◽  
Deuterium Labelling ◽  
Ethyl Group

Manganese PNP-pincer catalyzed isomerization of allylic/homo-allylic alcohols to ketones – activity, selectivity, efficiency

2019 ◽  
Vol 9 (22) ◽  
pp. 6327-6334 ◽  
Author(s):  
Tian Xia ◽  
Brian Spiegelberg ◽  
Zhihong Wei ◽  
Haijun Jiao ◽  
Sergey Tin ◽  
...  
Keyword(s):  
Dft Calculations ◽  
Pincer Complexes ◽  
Allylic Alcohols ◽  
Deuterium Labelling ◽  
Reaction Proceeds

Manganese PNP pincer complexes are excellent catalysts for the isomerization of allylic alcohols to the ketones. The reaction proceeds via a dehydrogenation/hydrogenation mechanism as shown by DFT calculations and deuterium labelling.

Collision-Induced Carbanion Rearrangements. The Elimination of Ethene From the 3,3-Dimethylheptan-4-one Enolate Ion

1987 ◽  
Vol 40 (8) ◽  
pp. 1365 ◽  
Author(s):  
GJ Currie ◽  
MB Stringer ◽  
JH Bowie ◽  
JL Holmes
Keyword(s):  
Proton Transfer ◽  
Major Product ◽  
Negative Ion ◽  
Deuterium Labelling ◽  
Ethyl Group ◽  
Mechanisms Of Formation ◽  
Product Ions ◽  
Rearrangement Processes ◽  
Methane Elimination ◽  
Collision Activation

The mechanisms of formation of the major product ions produced by collision activation of the enolate negative ion of 3,3-dimethylheptan-4-one have been studied by deuterium labelling. H2 loss involves 1,2-elimination from the 6- and 7-positions. Methane elimination is complex involving three competitive rearrangement processes. Ethene loss produces the most abundant fragment ion and occurs by elimination of the C1-C2 ethyl group with concomitant proton transfer from the 1-position. In the case of the enolate ion from CD3CH2CMe2COPr, the expected elimination of C2H2D2 competes with loss of C2H4 from positions 6 and 7. Other decompositions are as follows: loss of C3H8 involves the methyl and ethyl substituents at positions 7, 1 and 2 respectively; loss of C4H8 occurs by two processes, ( i ) successive losses of two C2H4 units (from the 1, 2 then 6, 7 positions), and (ii) loss of CH2=CMe2 (from the 2 and 3 positions); and loss of C5H12 produces Et-C=C-0-. .

Active MnO2 As a Mild Oxidizing Reagent for the Controlled Oxidation of Benzylic and Allylic Alcohols

2012 ◽  
Vol 2 (6) ◽  
pp. 48-48
Author(s):  
Y. M. Nandurkar Y. M. Nandurkar ◽  
◽  
B. B. Bahule B. B. Bahule
Keyword(s):  
Allylic Alcohols

Bimetallic Radical Redox-Relay Catalysis for the Isomerization of Epoxides to Allylic Alcohols

2019 ◽  
Author(s):  
Ke-Yin Ye ◽  
Terry McCallum ◽  
Song Lin
Keyword(s):  
Ring Opening ◽  
High Reactivity ◽  
Hydrogen Atom Transfer ◽  
Organic Radicals ◽  
Epoxide Ring ◽  
Allylic Alcohols ◽  
Epoxide Ring Opening ◽  
Bond Forming ◽  
Co Catalysts ◽  
The Rich

Organic radicals are generally short-lived intermediates with exceptionally high reactivity. Strategically, achieving synthetically useful transformations mediated by organic radicals requires both efficient initiation and selective termination events. Here, we report a new catalytic strategy, namely bimetallic radical redox-relay, in the regio- and stereoselective rearrangement of epoxides to allylic alcohols. This approach exploits the rich redox chemistry of Ti and Co complexes and merges reductive epoxide ring opening (initiation) with hydrogen atom transfer (termination). Critically, upon effecting key bond-forming and -breaking events, Ti and Co catalysts undergo proton-transfer/electron-transfer with one another to achieve turnover, thus constituting a truly synergistic dual catalytic system.<br>

Direct and Selective Synthesis of Adipic and Other Dicarboxylic Acids by Palladium‐Catalyzed Carbonylation of Allylic Alcohols

2020 ◽  
Vol 59 (46) ◽  
pp. 20394-20398
Author(s):  
Ji Yang ◽  
Jiawang Liu ◽  
Yao Ge ◽  
Weiheng Huang ◽  
Helfried Neumann ◽  
...  
Keyword(s):  
Dicarboxylic Acids ◽  
Allylic Alcohols ◽  
Selective Synthesis ◽  
Palladium Catalyzed

scholarly journals Boron-catalyzed dehydrative allylation of 1,3-diketones and β-ketone esters with 1,3-diarylallyl alcohols in water

RSC Advances ◽  
2021 ◽  
Vol 11 (28) ◽  
pp. 17025-17031
Author(s):  
Guo-Min Zhang ◽  
Hua Zhang ◽  
Bei Wang ◽  
Ji-Yu Wang
Keyword(s):  
Allylic Alcohols

Allylic alcohols can directly dehydrated in water by B(C6F5)3, without any base additives.

Efficient synthesis of tetrahydrofurans with chiral tertiary allylic alcohols catalyzed by Ni/P-chiral ligand DI-BIDIME

2021 ◽  
Author(s):  
Yu Mu ◽  
Tao Zhang ◽  
Yaping Cheng ◽  
Wenzhen Fu ◽  
Zuting Wei ◽  
...  
Keyword(s):  
Reductive Cyclization ◽  
Allylic Alcohols ◽  
Chiral Ligand ◽  
Efficient Synthesis

Efficient nickel-catalyzed stereoselective asymmetric intramolecular reductive cyclization of O-alkynones with P-chiral bisphosphorus ligand DI-BIDIME is reported.

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