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Short syntheses of (-)-clavaminol A and deacetyl (+)-clavaminol H
- Authors
- Jin, T[Jin, Tian]; Zhao, L[Zhao, Lu]; Huang, ML[Huang, Maolin]; Yue, Y[Yue, Yan]; Zheng, ZB[Zheng, Zhe-Bin]; Ham, WH[Ham, Won-Hun]
- Issue Date
- 15-May-2017
- Publisher
- PERGAMON-ELSEVIER SCIENCE LTD
- Citation
- TETRAHEDRON-ASYMMETRY, v.28, no.5, pp.725 - 729
- Indexed
- SCIE
SCOPUS
- Journal Title
- TETRAHEDRON-ASYMMETRY
- Volume
- 28
- Number
- 5
- Start Page
- 725
- End Page
- 729
- ISSN
- 0957-4166
- Abstract
- Concise stereoselective syntheses of (-)-clavaminol A and deacetyl (+)-clavaminol H have been achieved from simple starting materials. Highlights of the synthesis for (-)-clavaminol A include a highly diastereoselective chelation-controlled hydride reduction of an amino ketone to give the anti amino alcohol directly, and NaBH4-mediated dehalogenation. The main synthetic approach for deacetyl (+)-clavaminol H features a highly diastereoselective chelation-controlled hydride reduction of the amino ketone to construct the anti amino alcohol and a palladium catalyzed hydrogenation reaction at the final step. (C) 2017 Elsevier Ltd. All rights reserved.
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