Thiol esters in organic synthesis. X. A new approach to 1,5-ketols and 5-hydroxy esters using S,S'-diethyl dithiomalonate as an ethanol carbanion equivalent

1982 ◽  
Vol 60 (1) ◽  
pp. 94-96 ◽  
Author(s):  
Hsing-Jang Liu ◽  
Isaac V. Oppong
Keyword(s):  
Organic Synthesis ◽  
Raney Nickel ◽  
Michael Addition ◽  
New Approach ◽  
Unsaturated Esters ◽  
Thiol Esters ◽  
Hydroxy Esters

Michael addition of S,S′-diethyl dithiomalonate to conjugated enones and α,β-unsaturated esters followed by reduction with Raney nickel gave rise to 1,5-ketols and 5-hydroxy esters respectively in good yields.

scholarly journals Learning from B12 enzymes: biomimetic and bioinspired catalysts for eco-friendly organic synthesis

2018 ◽  
Vol 14 ◽  
pp. 2553-2567 ◽  
Author(s):  
Keishiro Tahara ◽  
Ling Pan ◽  
Toshikazu Ono ◽  
Yoshio Hisaeda
Keyword(s):  
Organic Synthesis ◽  
Reaction Mechanisms ◽  
Catalytic Reactions ◽  
Vitamin B ◽  
Catalytic Systems ◽  
New Approach ◽  
Enzyme Functions

Cobalamins (B12) play various important roles in vivo. Most B12-dependent enzymes are divided into three main subfamilies: adenosylcobalamin-dependent isomerases, methylcobalamin-dependent methyltransferases, and dehalogenases. Mimicking these B12 enzyme functions under non-enzymatic conditions offers good understanding of their elaborate reaction mechanisms. Furthermore, bio-inspiration offers a new approach to catalytic design for green and eco-friendly molecular transformations. As part of a study based on vitamin B12 derivatives including heptamethyl cobyrinate perchlorate, we describe biomimetic and bioinspired catalytic reactions with B12 enzyme functions. The reactions are classified according to the corresponding three B12 enzyme subfamilies, with a focus on our recent development on electrochemical and photochemical catalytic systems. Other important reactions are also described, with a focus on radical-involved reactions in terms of organic synthesis.

scholarly journals Ionic liquid-accelerated Michael addition of pyrimidine and purine nucleobases to α,β-unsaturated esters: a rapid approach to carboacyclic nucleosides synthesis

ARKIVOC ◽  
2008 ◽  
Vol 2008 (16) ◽  
pp. 61-74
Author(s):  
Abdolkarim Zare ◽  
Alireza Hasaninejad ◽  
Roholla Safinejad ◽  
Ahmad Reza Moosavi- Zare ◽  
Ali Khalafi-Nezhad ◽  
...  
Keyword(s):  
Ionic Liquid ◽  
Michael Addition ◽  
Unsaturated Esters

Fluoride-catalyzed Michael addition of nitrotoluenes to activated α, β-unsaturated esters

1994 ◽  
Vol 35 (36) ◽  
pp. 6591-6594 ◽  
Author(s):  
Wen-Sen Li ◽  
John Thottathil ◽  
Michael Murphy
Keyword(s):  
Michael Addition ◽  
Unsaturated Esters
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