57649-52-2Relevant academic research and scientific papers
A practical procedure of propargylation of aldehydes
Ghosh, Papiya,Chattopadhyay, Angshuman
, p. 5202 - 5205 (2012)
An operationally simple procedure of propargylation of aldehydes in moist solvent (distilled THF) has been developed through direct addition of propargyl bromide to aldehyde substrates mediated with low valent iron or tin. The metals were spontaneously pr
A Facile Preparation of Alkenyl- and Allenylmetallic Compounds by Means of Iodine-Metal Exchange and Their Use in Organic Synthesis
Shinokubo, Hiroshi,Miki, Hiroaki,Yokoo, Toshiaki,Oshima, Koichiro,Utimoto, Kiitiro
, p. 11681 - 11692 (2007/10/02)
Stereospecific lithium-halogen exchange of alkenyl iodides was performed upon treatment with butyllithium in non-polar solvents such as hexane, benzene, and toluene at 25 deg C to provide alkenylllithiums quantitatively with retention of the configuration.Metal-iodine ecxhange of allenyl iodides with n-BuLi, i-PrMgBr or Et2Zn was also performed effectively to afford the corresponding allenylmetallic reagents.An addition of carbonyl compounds to the metallic reagents gave homopropargylic alcohols with high regioselectivity in good yields.
Reaction of Propargyl Bromide with Aldehydes in the Presence of Metallic Tin. Synthesis of Homopropargylalcohols and Homoallenylalcohols
Wu, Shihui,Huang, Bangzhou,Gao, Xiang
, p. 1279 - 1286 (2007/10/02)
In the presence of water, metallic tin and propargyl bromide reacted smoothly with aldehydes to give the corresponding homopropargyl alcohols (a) and homoallenyl alcohols (b).High chemospecifity to bifunctional carbonyl compounds containing -OH, -X and -NO2 etc. was obtained.
