142634-57-9Relevant academic research and scientific papers
Chiral aminal templates: Diastereoselective addition to hydrazones; an asymmetric synthesis of α-amino aldehydes
Alexakis,Lensen,Tranchier,Mangeney,Feneau-Dupont,Declercq
, p. 1038 - 1050 (2007/10/02)
The monohydrazone of glyoxal may be derivatized into a chiral aminal with diamine 7. The resulting chiral reagent 13 reacts with complete diastereocontrol with organolithium reagents in THF. This sterically controlled reaction may be altered to chelation
Reactivity and Diastereoselectivity of Grignard Reagents towards the Hydrazone Functionality in Toluene Solvent
Alexakis, Alex,Lensen, Nathalie,Tranchier, Jean-Philippe,Mangeney, Pierre
, p. 4563 - 4565 (2007/10/02)
Grignard reagents, in toluene solvent, display a strongly increased reactivity toward the hydrazone functionality.With the chiral synthon 1, a highly diastereoselective addition occurs, through chelation control, whereas with pyrazolines 4 and 9 only the d,l diastereomer is formed, leading to a very short synthesis of 1,3-diphenyl-1,3-diaminopropane (11).
