Bulletin of the Korean Chemical Society

  • 제24권11호
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  • Pages.1641-1648
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  • 2003
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  • 0253-2964(pISSN)
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  • 1229-5949(eISSN)
대한화학회 (Korean Chemical Society)
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A New Approach to the Synthesis of Optically Active Norephedrine, Norpseudoephedrine and Cathinone via Double Asymmetric Induction

  • 발행 : 2003.11.20
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초록

New and facile synthetic routes for preparation of optically active norephedrine, norpseudoephedrine and cathinone with high optical purities via double asymmetric induction by employing asymmetric reduction of 2-N-protected amino (or azido)-1-phenylpropanone and 2-methanesulfonyloxy-1-phenylpropanone with CBS-catalyzed-borane and $^dIpc_2BCl$ as chiral reducing agents are described.

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참고문헌

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피인용 문헌

  1. Syntheses and transformations of α-azido ketones and related derivatives vol.40, pp.5, 2011, https://doi.org/10.1039/c0cs00101e
  2. -Unprotected α-Amino Carbonyl Compounds vol.77, pp.14, 2012, https://doi.org/10.1021/jo300752c
  3. catalysis vol.51, pp.51, 2015, https://doi.org/10.1039/C5CC02374B
  4. N-Bromosuccinimide promoted and base switchable one pot synthesis of α-imido and α-amino ketones from styrenes vol.14, pp.3, 2016, https://doi.org/10.1039/C5OB02034D
  5. A New Approach to the Synthesis of Optically Active Norephedrine, Norpseudoephedrine and Cathinone via Double Asymmetric Induction. vol.35, pp.17, 2004, https://doi.org/10.1002/chin.200417206
  6. β-Phenylethylamines and the isoquinoline alkaloids vol.22, pp.2, 2005, https://doi.org/10.1039/B316108K
  7. A scalable and expedient method of preparing diastereomerically and enantiomerically enriched pseudonorephedrine from norephedrine vol.17, pp.20, 2003, https://doi.org/10.1016/j.tetasy.2006.11.007
  8. Simple Preparation Process of syn Phenylpropanolamines from Racemic O-TBDPS Cyanohydrins vol.44, pp.11, 2014, https://doi.org/10.1080/00397911.2013.862835
  9. Regio- and stereoselective multi-enzymatic aminohydroxylation of β-methylstyrene using dioxygen, ammonia and formate vol.21, pp.23, 2003, https://doi.org/10.1039/c9gc03161h