(R)-(+)-3-Amino-2-phenylpropanoic Acid: a Revised Absolute Configuration based on an Enantioselective Synthesis and an X-Ray Crystal Structure of the Salt with (1S)-(+)-Camphor-10-sulfonic Acid

Article abstract of DOI:10.1039/P19950000001

Amidoalkylation of the lithium enolate of (4S,5R)-4-methyl-5-phenyl-3-(phenylacetyl)oxazolidin-2-one 5 by 1-(N-benzyloxycarbonylaminomethyl)benzotriazole 2c, followed by cleavage of the oxazolidinone chiral auxiliary and of the N-benzyloxycarbonyl group, gave (R)-(+)-3-amino-2-phenylpropanoic acid 1, the absolute configuration of which was determined by X-ray crystallography on the salt 8 with (1S)-(+)-camphor-10-sulfonic acid.

Full text of DOI:10.1039/P19950000001

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