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Efficient synthesis of protected β-phenylethylamines, enantiomerically pure protected β-phenyl-α-benzylethylamines and β-phenyl-α-isopropylethylamines using organozinc chemistry

Lookup NU author(s): Christopher Hunter, Professor Richard Jackson

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Abstract

The β-aminoalkylzinc reagents 9a, 10 and 11 have been efficiently prepared using DMF as a solvent. Palladium-catalysed coupling of these reagents with substituted aryl iodides, under mild and convenient conditions, gives protected β-phenylethylamines 6 in 72-80% yield (three examples), enantiomerically pure protected β-phenyl-α-benzylethylamines 7 in 53-61% yield (four examples), and protected β-phenyl-α-isopropylethylamines 8 in 53-79% yield (four examples). © The Royal Society of Chemistry 2000.

Publication metadata

Author(s): Hunter C, Jackson RFW, Rami HK

Publication type: Article

Publication status: Published

Journal: Journal of the Chemical Society, Perkin Transactions 1

Year: 2000

Issue: 2

Pages: 219-223

ISSN (print): 1472-7781

ISSN (electronic): 1364-5463

Publisher: Royal Society of Chemistry

URL: http://dx.doi.org/10.1039/a907629h

DOI: 10.1039/a907629h

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