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Synthesis 1990; 1990(6): 453-454
DOI: 10.1055/s-1990-26900
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A Convenient and Versatile Synthesis of Chiral Aliphatic and Allylic Amines

Walfred S. Saari* , Thorsten E. Fisher
  • *Department of Medicinal Chemistry, Merck Sharp & Dohme Research Laboratories, West Point, Pennsylvania 19486, USA
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Publikationsdatum:
17. September 2002 (online)

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Preparation of optically pure aliphatic and allylic amines from amino acids is described. Wittig olefination of α-Boc-amino aldehydes affords Boc-protected allylic amines which can be deprotected to the corresponding chiral unsaturated amines. Catalytic reduction of the Wittig product prior to deprotection affords aliphatic amines of high optical purity.