scholarly journals Regioselective and Chemoselective Reduction of α,β-Unsaturated Carbonyl Compounds by NaBH4/Ba(OAc)2 as a Reducing System

2013 ◽  
Vol 2013 ◽  
pp. 1-5 ◽  
Author(s):  
Mina Mohamadi ◽  
Davood Setamdideh ◽  
Behrooz Khezri

α,β-unsaturated aldehydes and ketones are regioselectively reduced to the corresponding allylic alcohols with NaBH4/Ba(OAc)2 system in CH3CN. This system is also efficient for the chemoselective reduction of enals in the presence of enones at room temperature.

2005 ◽  
Vol 60 (4) ◽  
pp. 453-457 ◽  
Author(s):  
Behzad Zeynizadeh ◽  
Tarifeh Behyar

NaBH4 in the presence of sodium bisulfate (NaHSO4·H2O), a weakly acidic reagent, efficiently reduces a variety of carbonyl compounds such as aldehydes, ketones, α,β -unsaturated aldehydes and ketones, α-diketones and acyloins to their corresponding alcohols in acetonitrile under heterogeneous condition. Reduction reactions were accomplished at room temperature or under reflux condition


Synthesis ◽  
2019 ◽  
Vol 51 (17) ◽  
pp. 3305-3312 ◽  
Author(s):  
Iryna D. Alshakova ◽  
Georgii I. Nikonov

A new zinc complex was synthesized and applied in the catalytic hydrosilylation of carbonyl compounds. Optimization of the reaction conditions showed that the presence a substoichiometric amount of methanol accelerates the process significantly. The reaction can proceed at very low catalyst load (down to 0.1 mol%) under mild reaction conditions. The reaction tolerates the presence of C=C bonds, and thus can be useful for the synthesis of allylic alcohols from α,β-unsaturated aldehydes and ketones.


2020 ◽  
Vol 22 (11) ◽  
pp. 3323-3357 ◽  
Author(s):  
Ronald A. Farrar-Tobar ◽  
Andrea Dell'Acqua ◽  
Sergey Tin ◽  
Johannes G. de Vries

This review describes the state-of-the-art of metal-catalyzed selective transfer hydrogenation of α,β-unsaturated aldehydes and ketones to the allylic alcohols, covering the literature of the last 30 years.


2013 ◽  
Vol 78 (1) ◽  
pp. 1-13 ◽  
Author(s):  
Davood Setamdideh ◽  
Behrooz Khezri ◽  
Mehdi Rahmatollahzadeh

Zn(BH4)2 (0.5-2 mmol) in the presence of Al2O3 (1 mmol) reduces varieties of organic carbonyl compounds such as aldehydes, ketones, acyloins, ?-diketones and ?, ?-unsaturated carbonyl compounds to their corresponding alcohols. Reduction reactions were carried out in THF at room temperature in high to excellent yields of products. The chemoselective reduction of aldehydes over ketones was accomplished successfully with this reducing system. In addition, regioselectivity and exclusive 1,2-reduction of conjugated carbonyl compounds to their corresponding allylic alcohols in high to excellent yields was accomplished successfully with this reducing system.


2009 ◽  
Vol 355 (1-2) ◽  
pp. 176-183 ◽  
Author(s):  
Pascal G.N. Mertens ◽  
Pieter Vandezande ◽  
Xingpu Ye ◽  
Hilde Poelman ◽  
Ivo F.J. Vankelecom ◽  
...  

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