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Stereoselective synthesis of (-)-cytoxazone and (+)-epi-cytoxazone

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2004
Authors
Milićević, Selena
Matović, Radomir
Saičić, Radomir N.
Article (Published version)
,
Elsevier
Metadata
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Abstract
Optically pure (-)-cytoxazone was synthesized, starting from methyl p-methoxycinnamate, in six steps and in 31%, overall yield. The required anti-aminoalcohol configuration was established by combining Sharpless asymmetric aminohydroxylation with the configurational inversion of the intermediate amidoalcohol via ail oxazoline. The synthesis of (+)-epi-cytoxazone is also described. (C) 2003 Elsevier Ltd. All rights reserved.
Keywords:
cytoxazone / asymmetric synthesis / natural products / immunosuppressive compounds / amino alcohols
Source:
Tetrahedron Letters, 2004, 45, 5, 955-957
Publisher:
  • Pergamon-Elsevier Science Ltd, Oxford

DOI: 10.1016/j.tetlet.2003.11.096

ISSN: 0040-4039

WoS: 000188380400015

Scopus: 2-s2.0-0346392218
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URI
http://cer.ihtm.bg.ac.rs/handle/123456789/2762
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IHTM

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