Nickel-Catalyzed Reductive Allylation of Aldehydes with Allyl Acetates

Synthesis ◽  
2020 ◽  
Author(s):  
Eiji Yamaguchi ◽  
Akichika Itoh ◽  
Hiroyuki Suzuki
Keyword(s):  
Reductive Coupling ◽  
Allyl Acetate ◽  
Coupling Conditions ◽  
Carbonyl Allylation

AbstractCarbonyl allylation reactions constitute an important step in the formation of carbon–carbon reactions, and involve various related reactions that chiefly use allylmetal reagents. This report presents a nickel-catalyzed carbonyl allylation reaction using allyl acetate, which produces homoallyl alcohols in moderate to good yields, as an efficient methodology under reductive coupling conditions.

Ni-catalyzed reductive coupling of α-halocarbonyl derivatives with vinyl bromides

2016 ◽  
Vol 14 (48) ◽  
pp. 11332-11335 ◽  
Author(s):  
Canbin Qiu ◽  
Ken Yao ◽  
Xinghua Zhang ◽  
Hegui Gong
Keyword(s):  
Carbonyl Compounds ◽  
Reductive Coupling ◽  
Coupling Conditions

This work describes the vinylation of α-halo carbonyl compounds with vinyl bromides under Ni-catalyzed reductive coupling conditions. While aryl-conjugated vinyl bromides entail pyridine as the sole labile ligand, the alkyl-substituted vinyl bromides require both bipyridine and pyridine as the co-ligands.

Enantioselective Iridium‐Catalyzed Allylation of Acetylenic Ketones via 2‐Propanol‐Mediated Reductive Coupling of Allyl Acetate: C14‐C23 of Pladienolide D

2019 ◽  
Vol 131 (52) ◽  
pp. 18979-18983
Author(s):  
Gilmar A. Brito ◽  
Woo‐Ok Jung ◽  
Minjin Yoo ◽  
Michael J. Krische
Keyword(s):  
Reductive Coupling ◽  
Allyl Acetate
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