Asymmetric synthesis of all isomers of α-methyl-β-phenylserine

Asymmetric synthesis of all isomers of α-methyl-β-phenylserine
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DOI:
10.1016/s0957-4166(00)00149-x
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发表时间:
2000-06-02
影响因子:
--
通讯作者:
Zurbano, MM
Zurbano, MM
中科院分区:
其他
文献类型:
--
作者:
Avenoza, A;Cativiela, C;Zurbano, MM

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This report describes the synthesis of enantiomerically pure (2R,3R)-, (2R,3S)-, (2S,3S)- and (2S,3R)-2-amino-3-hydroxy-2-methyl-3-phenylpropanoic acids, four quaternary a-amino acids, using a stereodivergent synthetic route and starting from (S)- and (R)-N-Boc-N,O-isopropylidene-alpha-methylserinals The key step involves the asymmetric Grignard additions to the above chiral aldehydes, in which high levels of asymmetric induction are observed. (C) 2000 Elsevier Science Ltd. All rights reserved.