• Title/Summary/Keyword: Chiral pool

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Synthesis of Novel Chiral Diamino Alcohols and Their Application in Copper-Catalyzed Asymmetric Allylic Oxidation of Cycloolefins

  • Faraji, Laleh;Samadi, Saadi;Jadidi, Khosrow;Notash, Behrouz
    • Bulletin of the Korean Chemical Society
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    • v.35 no.7
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    • pp.1989-1995
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    • 2014
  • The small library of new enantiomerically pure (S,S)-diamino alcohols 1 and their hydroxyldiamide precursors 2 were conveniently synthesized on a gram scale from inexpensive and commercially chiral pool amino acids. The catalytic and induced asymmetric effects of the chiral ligands 1 in the asymmetric allylic oxidation of cycloolefins were investigated.

Chiral Pool Synthesis of N-Cbz-cis-(3R,4R)-3-methylamino-4-methylpiperidine from L-Malic acid

  • Hao, Bao-Yu;Liu, Jin-Qiang;Zhang, Wei-Han;Chen, Xin-Zhi
    • Bulletin of the Korean Chemical Society
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    • v.34 no.5
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    • pp.1371-1377
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    • 2013
  • A new synthetic route to N-Cbz-cis-(3R,4R)-3-methylamino-4-methylpiperidine, key intermediate for CP-690,550, was disclosed with L-malic acid as the chiral pool starting material. The title compound was obtained in 16 steps with a total yield of 26% and more than 98% ee.