193893-94-6Relevant academic research and scientific papers
Asymmetric addition of organometallic reagents to chiral α-alkoxy hydrazones
Nicaise, Olivier,Denmark, Scott
, p. 395 - 398 (2007/10/03)
The diastereoselective addition of organocerium and organolithium reagents to chiral α-alkoxy hydrazones is described.Three different alkoxy groups have been examined with three different types of nucleophilic reagents.With one exception, high yields and diastereoselectivities were observed with all combinations of reagents.While the chiral pyrrolidine auxiliary could be hydrogenolytically removed with Raney nickel, the resulting β-amino ethers suffered some epimerization. - keywords: asymmetric synthesis; diastereoselectivity; organocerium; organolithium; chiral α-alkoxy hydrazone; β-amino ether
