New Zinc Catalyst for Hydrosilylation of Carbonyl Compounds

Synthesis ◽  
2019 ◽  
Vol 51 (17) ◽  
pp. 3305-3312 ◽  
Author(s):  
Iryna D. Alshakova ◽  
Georgii I. Nikonov
Keyword(s):  
Carbonyl Compounds ◽  
Zinc Complex ◽  
Allylic Alcohols ◽  
Reaction Conditions ◽  
Unsaturated Aldehydes ◽  
Substoichiometric Amount ◽  
Aldehydes And Ketones ◽  
Catalytic Hydrosilylation ◽  
Catalyst Load

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.

Metal-catalysed selective transfer hydrogenation of α,β-unsaturated carbonyl compounds to allylic alcohols

2020 ◽  
Vol 22 (11) ◽  
pp. 3323-3357 ◽  
Author(s):  
Ronald A. Farrar-Tobar ◽  
Andrea Dell'Acqua ◽  
Sergey Tin ◽  
Johannes G. de Vries
Keyword(s):  
Carbonyl Compounds ◽  
State Of The Art ◽  
The State ◽  
Transfer Hydrogenation ◽  
Allylic Alcohols ◽  
Selective Transfer ◽  
Unsaturated Aldehydes ◽  
Aldehydes And Ketones ◽  
Metal Catalyzed

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.

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
Keyword(s):  
Carbonyl Compounds ◽  
Room Temperature ◽  
Allylic Alcohols ◽  
Unsaturated Aldehydes ◽  
Aldehydes And Ketones

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.

Recyclable Au0, Ag0 and Au0–Ag0 nanocolloids for the chemoselective hydrogenation of α,β-unsaturated aldehydes and ketones to allylic alcohols

2009 ◽  
Vol 355 (1-2) ◽  
pp. 176-183 ◽  
Author(s):  
Pascal G.N. Mertens ◽  
Pieter Vandezande ◽  
Xingpu Ye ◽  
Hilde Poelman ◽  
Ivo F.J. Vankelecom ◽  
...  
Keyword(s):  
Allylic Alcohols ◽  
Unsaturated Aldehydes ◽  
Chemoselective Hydrogenation ◽  
Aldehydes And Ketones

Mild and Convenient Method for Reduction of Carbonyl Compounds with the NaBH4/Charcoal System in Wet THF

2006 ◽  
Vol 61 (10) ◽  
pp. 1275-1281 ◽  
Author(s):  
Davood Setamdideh ◽  
Behzad Zeynizadeh
Keyword(s):  
Convenient Method ◽  
Carbonyl Compounds ◽  
Aprotic Solvent ◽  
Reduction Reactions ◽  
Unsaturated Aldehydes ◽  
Aldehydes And Ketones

The NaBH4/C (charcoal) system reduces a variety of carbonyl compounds such as aldehydes, ketones, acyloins and α-diketones to their corresponding alcohols in high to excellent yields. Reduction reactions were carried out in wet THF at r. t. In addition, regioselective 1,2-reduction of α,β - unsaturated aldehydes and ketones was achieved perfectly with this reducing system. By decreasing the amount of aprotic solvent, all reductions took place fast and efficiently under solid-gel condition

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