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Synthesis 2011(7): 1059-1066
DOI: 10.1055/s-0030-1258460
DOI: 10.1055/s-0030-1258460
PAPER
© Georg Thieme Verlag
Stuttgart ˙ New York
A Straightforward Synthetic Approach to β-Substituted Phenylalanines via Ring Opening of Aryl Epoxides
Further Information
Received
2 December 2010
Publication Date:
03 March 2011 (online)
Publication History
Publication Date:
03 March 2011 (online)
Abstract
Regioselective ring opening of aryl epoxides with chelated amino acid ester enolates gives rise to β-hydroxymethyl phenylalanine derivatives. This methodology allows straightforward access to a wide range of modified β-phenylalanine derivatives, which can be subjected to further transformations.
Key words
amino acids - chelated enolates - epoxides - epoxide openings - phenylalanine derivatives
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