Synthesis of enantiopure 2-aminoalkylphenols by stereoselective addition of Grignard reagents to chiral 2-imidoylphenols

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21

作者:

C CimarelliG PalmieriE Volpini

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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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DOI:

10.1016/S0957-4166(02)00544-X

年份:

2002

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