The arylation of allylic alcohols with organopalladium compounds. A new synthesis of 3-aryl aldehydes and ketones

1968 ◽  
Vol 90 (20) ◽  
pp. 5526-5531 ◽  
Author(s):  
Richard F. Heck
Keyword(s):  
Allylic Alcohols ◽  
Aryl Aldehydes ◽  
New Synthesis ◽  
Aldehydes And Ketones

Nickel-Catalyzed Regioselective Hydroalkylation of 1,3-Dienes with Hydrazones

2019 ◽  
Author(s):  
Leiyang Lv ◽  
Dianhu Zhu ◽  
Zihang Qiu ◽  
Jianbin Li ◽  
Chao-Jun Li
Keyword(s):  
Catalytic Method ◽  
Unsaturated Hydrocarbons ◽  
Carbon Nucleophiles ◽  
Aryl Aldehydes ◽  
Aldehydes And Ketones ◽  
Sterically Hindered

Hydroalkylation of unsaturated hydrocarbons with unstablized carbon nucleophiles is difficult and remains a major challenge. The disclosed examples so far mainly focused on the involvement of heteroatom and/or stabilized carbon nucleophiles as efficient reaction partners. Reported here is an unprecedented regioselective nickel-catalyzed hydroalkylation of 1,3-dienes with hydrazones, generated in situ from abundant aryl aldehydes and ketones and acted as both the sources of unstabilized carbanions and hydride. With this strategy, both terminal and sterically hindered internal dienes are hydroalkylated efficiently in a highly selective manner, thus providing a novel and reliable catalytic method to construct challenging C(sp3)-C(sp3) bonds.

Allylic Alcohols as Radical Allylating Agents. An Overall Olefination of Aldehydes and Ketones

2008 ◽  
Vol 130 (28) ◽  
pp. 8898-8899 ◽  
Author(s):  
Nicolas Charrier ◽  
Béatrice Quiclet-Sire ◽  
Samir Z. Zard
Keyword(s):  
Allylic Alcohols ◽  
Aldehydes And Ketones
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