905441-97-6Relevant academic research and scientific papers
Highly efficient synthesis of allenes from trimethylaluminum reagent and propargyl acetates mediated by a palladium catalyst
Li, Qing-Han,Jeng, Jung-Yuan,Gau, Han-Mou
, p. 7916 - 7923 (2014)
A series of propargyl acetates were prepared and used as propargyl electrophiles for coupling reactions with trimethylaluminum. The simple catalytic system of palladium(II) acetate (1 mol-%) and tri(o-tolyl)phosphine (2 mol-%) worked efficiently for a wide variety of aromatic and aliphatic propargyl acetates, producing the substituted allenes in good to excellent yields of up to 94% in tetrahydrofuran. The process was simple and easily performed, and it provides an efficient method for the synthesis of substituted allene derivatives. On the basis of the experimental results, a possible catalytic cycle has been proposed.
Gold-catalyzed efficient preparation of linear α-haloenones from propargylic acetates
Yu, Meng,Zhang, Guozhu,Zhang, Liming
experimental part, p. 1846 - 1855 (2009/07/04)
Versatile linear α-iodo- and α-bromoenones are prepared efficiently from readily accessible propargylic acetates using 2 mol % of Au(PPh3)NTf2. This reaction is easy to execute and has broad substrate scope. Good to excellent Z-selectivities are observed in the cases of propargylic acetates derived from aliphatic aldehydes.
Gold-catalyzed efficient preparation of linear α-lodoenones from propargylic acetates
Yu, Meng,Zhang, Guozhu,Zhang, Liming
, p. 2147 - 2150 (2008/02/03)
Only 2 mol % of Au(PPh3)NTf2 is needed to convert readily accessible propargylic acetates into versatile linear α-iodoenones in good to excellent yields. This reaction is easy to execute and has broad substrate scope. Good to excellent Z-selectivities are observed in the cases of aliphatic propargylic acetates derived from aldehydes.
Gold-catalyzed efficient formation of α,β-unsaturated ketones from propargylic acetates
Yu, Meng,Li, Guotao,Wang, Shaozhong,Zhang, Liming
, p. 871 - 875 (2008/03/27)
An efficient gold-catalyzed method for the preparation of α,β-unsaturated ketones from propargylic acetates has been developed. Under mild reaction conditions, β-monosubstituted enones were formed mostly with excellent E-selectivity. β,β-Disubstituted enones can be prepared from propargylic acetates derived from ketones. The high efficiency and mild nature of this reaction render it a viable alternative for the synthesis of α,β-unsaturated ketones.
A highly efficient preparative method of α-ylidene-β-diketones via AuIII-catalyzed acyl migration of propargylic esters
Wang, Shaozhong,Zhang, Liming
, p. 8414 - 8415 (2007/10/03)
A highly efficient synthesis of α-alkylidene or benzylidene-β-diketones from readily available propargylic esters has been developed. The proposed key transformation is a novel intramolecular acyl migration to nucleophilic AuIII-C(sp2/sup
