Direct Catalytic Asymmetric Synthesis of anti-1,2-Amino Alcohols and syn-1,2-Diols through Organocatalytic anti-Mannich and syn-Aldol Reactions
摘要:
We have developed simple and efficient routes to highly enantiomerically enriched anti-1,2-amino alcohols and syn-1,2-diols through direct asymmetric Mannich, Mannich-type, and aldol reactions involving unmodified α-hydroxyketones catalyzed by primary amine-containing amino acids. These results provide additional support for our original hypothesis suggesting that amino acid catalysis played a key role in prebiotic chemistry facilitating the asymmetric synthesis of the molecules of life. Further studies on the full scope of these reactions will be reported in the near future.
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DOI:
10.1021/ja0677012
年份:
2007
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