72641-04-4Relevant academic research and scientific papers
Lanthanide replacement in organic synthesis: Luche-type reduction of α,β-unsaturated ketones in the presence of calcium triflate
Forkel, Nina V.,Henderson, David A.,Fuchter, Matthew J.
supporting information; scheme or table, p. 2129 - 2132 (2012/09/08)
Development of a calcium-mediated regioselective 1,2-reduction of challenging α,β-unsaturated ketones, such as 2-cyclopententone, is reported. The corresponding allylic alcohols are obtained in very good regioselectivities using Ca(OTf)2 and NaBH4. Furthermore, we have shown that our method can stereoselectively reduce aziridinyl ketones.
Reaction of Raney Nickel with Alcohols
Krafft, Marie E.,Crooks, William J.,Zorc, Branka,Milczanowski, Stephen E.
, p. 3158 - 3163 (2007/10/02)
The reaction of Raney nickel with a variety of functional groups was studied.Ethers, esters, and alkyl chlorides were found to be stable to Raney nickel in refluxing toluene; however, alcohols were found to be reactive.Primary alcohols were oxidized to aldehydes and the subsequently decarbonylated, secondary alcohols were oxidized to the corresponding ketone, and tertiary alcohols were deoxygenated.
