Reactivity and diastereoselectivity of Grignard reagents toward the hydrazone functionality in toluene solvent
摘要:
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).
Reactivity and diastereoselectivity of Grignard reagents toward the hydrazone functionality in toluene solvent
作者:Alex Alexakis、Nathalie Lensen、Jean Philippe Tranchier、Pierre Mangeney
DOI:10.1021/jo00043a001
日期:1992.8
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).