TY - JOUR
T1 - Asymmetric synthesis of all four isomers of topographically constrained novel amino acids
T2 - β-isopropyltyrosines
AU - Lin, Jun
AU - Liao, Subo
AU - Han, Yinglin
AU - Qiu, Wei
AU - Hruby, Victor J.
N1 - Funding Information:
This work has been supported by NIDA Grants DA 06284 and DA 04248, and U.S. Public Health Service Grant DK 17420. The contents are the responsibility of the authors and do not necessarily reflect the official views of the US PHS.
PY - 1997/10
Y1 - 1997/10
N2 - All four stereoisomers of the highly constrained novel amino acid, β-isopropyltyrosine, have been synthesized with high stereoselectivities (>90% de) and in 40-50% overall yields by using the optically pure 4-phenyloxazolidinone as a chiral auxiliary via asymmetric Michael addition, direct or indirect azidation, hydrogenolysis and demethylation reactions.
AB - All four stereoisomers of the highly constrained novel amino acid, β-isopropyltyrosine, have been synthesized with high stereoselectivities (>90% de) and in 40-50% overall yields by using the optically pure 4-phenyloxazolidinone as a chiral auxiliary via asymmetric Michael addition, direct or indirect azidation, hydrogenolysis and demethylation reactions.
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U2 - 10.1016/S0957-4166(97)00381-9
DO - 10.1016/S0957-4166(97)00381-9
M3 - Article
AN - SCOPUS:0030858104
SN - 0957-4166
VL - 8
SP - 3213
EP - 3221
JO - Tetrahedron Asymmetry
JF - Tetrahedron Asymmetry
IS - 19
ER -