95514-58-2Relevant academic research and scientific papers
Allylic Carbonates. Efficient Allylating Agents of Carbonucleophiles in Palladium-Catalyzed Reactions under Neutral Conditions
Tsuji, Jiro,Shimizu, Isao,Minami, Ichiro,Ohashi, Yukihiro,Sugiura, Teruo,Takahashi, Kazuhiko
, p. 1523 - 1529 (2007/10/02)
Allylation of β-keto esters or malonates was carried out in good yields under neutral conditions by using allylic carbonates in the presence of palladium-phospine catalyst.Although simple ketones, esters, nitriles, and sulfones hardly react with allylic carbonates, α-alkenyl or α-aryl ketones, esters, nitriles, and sulfones were also allylated by using palladium-bis(diphenylphosphino)ethane catalyst under neutral conditions.
PALLADIUM-CATALYZED REACTION OF ALLYL CARBAMATES; ALLYLATION OF CARBONUCLEOPHILES, AND PROTECTION-DEPROTECTION OF AMINES
Minami, Ichiro,Ohashi, Yukihiro,Shimizu, Isao,Tsuji, Jiro
, p. 2449 - 2452 (2007/10/02)
Allylation of carbonucleophiles with allylic carbamates under neutral conditions has been studied.The C-allylation of carbonucleophile is competitive with the N-allylation of amines, and the structure of amines is crucial for the selectivity.Bulky secondary amines gave the best results.Also a new method of protection-deprotection of amines as carbamates has been developed.Smooth deprotection is possible by the palladium-catalyzed reaction of allyl carbamates with formic acid.This method is particulary useful for primary amines, including optically active amino acids.
