A Stereodivergent Approach To Amino Acids, Amino Alcohols, or Oxazolidinones of High Enantiomeric Purity
نویسندگان
چکیده
منابع مشابه
A Convenient Reduction of -Amino Acids to 1,2-Amino Alcohols With Retention of Optical Purity
A convenient one-pot synthesis of 1,2-amino alcohols from -amino acids with retention of optical purity by use of 1,1’-carbonyldiimidazole and sodium borohydride is described.
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The reiterative high temperature co-sublimation of an enantiopure or an enantioenriched α-amino acid mixed with racemic α-amino acids leads to deracemization of the latter. A synergistic effect is observed for complex mixtures, and the sense of the handedness is, for all compounds, identical to that of the enantioenriched starting material.
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Rh-MoOx/SiO2 is an effective heterogeneous catalyst for selective hydrogenation of amino acids to amino alcohols in a water solvent. MoOx modification of Rh drastically enhanced the activity and improved the selectivity and ee. Various amino alcohols were obtained in high yields (90-94%) with complete retention of configuration.
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Enolization–aldolization of conjugated ketones, enantioselective synthesis of benzofuryl β-amino alcohols, and synthesis of p-dihydroxyborylphenylalanine (BPA) and its analogs are described. Aldolization of benzaldehyde with lithium dienolates derived from unhindered conjugated cyclohexenones favored anti selectivity, whereas syn selectivity was favored for hindered cyclohexenones. Anti-aldols ...
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N-alkyl amino acids find widespread application as highly valuable, renewable building blocks. However, traditional synthesis methodologies to obtain these suffer from serious limitations, providing a major challenge to develop sustainable alternatives. We report the first powerful catalytic strategy for the direct N-alkylation of unprotected α-amino acids with alcohols. This method is highly s...
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ژورنال
عنوان ژورنال: Organic Letters
سال: 2005
ISSN: 1523-7060,1523-7052
DOI: 10.1021/ol050537n