Projects per year
Abstract
Kijanose is one of the most highly functionalized deoxysugars found in nature and a challenging synthetic target. We found that the ring opening of trisubstituted, 2-oxazolidinone-fused aziridines is regio-and stereoselective, and the azide adduct has the same stereochemistry as that of kijanose after converting the azido to a nitro group. Therefore, both α-and β-methyl l-kijanosides were prepared from ethyl l-lactate in 14% total yield.
Original language | English |
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Pages (from-to) | 2246-2250 |
Number of pages | 5 |
Journal | Organic Letters |
Volume | 22 |
Issue number | 6 |
DOIs | |
State | Published - 20 Mar 2020 |
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Dive into the research topics of 'Synthesis of Methyl l-Kijanosides by Regio-and Stereoselective Ring Opening of 2-Oxazolidinone-Fused Aziridines'. Together they form a unique fingerprint.Projects
- 2 Finished
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Synthesis of Natural Products and Development of Aziridine-Related Methodology( II )
Hou, D.-R. (PI)
1/08/19 → 31/07/20
Project: Research
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Synthesis of Natural Products and Development of Aziridine-Related Methodology(I)
Hou, D.-R. (PI)
1/08/18 → 31/07/19
Project: Research
Datasets
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CCDC 1977159: Experimental Crystal Structure Determination
Liu, C.-Y. (Contributor), Angamuthu, V. (Contributor), Chen, W.-C. (Contributor) & Hou, D.-R. (Contributor), The Cambridge Structural Database, 2020
DOI: 10.5517/ccdc.csd.cc24cdb8, http://www.ccdc.cam.ac.uk/services/structure_request?id=doi:10.5517/ccdc.csd.cc24cdb8&sid=DataCite
Dataset
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CCDC 1954130: Experimental Crystal Structure Determination
Hou, D.-R. (Contributor), The Cambridge Structural Database, 2019
DOI: 10.5517/ccdc.csd.cc23lfgm, http://www.ccdc.cam.ac.uk/services/structure_request?id=doi:10.5517/ccdc.csd.cc23lfgm&sid=DataCite
Dataset
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CCDC 1570780: Experimental Crystal Structure Determination
Liu, C.-Y. (Contributor), Angamuthu, V. (Contributor), Chen, W.-C. (Contributor) & Hou, D.-R. (Contributor), The Cambridge Structural Database, 2020
DOI: 10.5517/ccdc.csd.cc1pqjb8, http://www.ccdc.cam.ac.uk/services/structure_request?id=doi:10.5517/ccdc.csd.cc1pqjb8&sid=DataCite
Dataset