Synthesis of enantiopure 2-aminoalkylphenols by stereoselective addition of Grignard reagents to chiral 2-imidoylphenols
摘要:
The stereoselective addition of Grignard reagents to chiral 2-imidoylphenols affords enantiopure 2-aminoalkylphenols, a class of ligands useful in stereoselective synthesis. Unusually benzyl- and allyl-magnesium chlorides add to ketimines derived from enolizable o-acylphenols with high yields and stereoselectivities. In this way a stereogenic quaternary C-1 carbon atom is introduced, which could not be obtained by other methods available till now. The mechanism and the asymmetric induction have been explained in agreement with previously obtained results.
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关键词:
Enantioselective addition Organometallic reagents Asymmetric-synthesis Diastereoselective addition Organolithium reagents O-hydroxybenzylamines Mediated addition Imines Amines Aldehydes
DOI:
10.1016/S0957-4166(02)00544-X
年份:
2002
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