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Stereoselective total synthesis of (-)-conduramine F-1 via chiral 1,3-oxazine
- Authors
- Kim, JS[Kim, Jin-Seok]; Kang, JC[Kang, Jong-Cheol]; Yoo, GH[Yoo, Gil-Hyung]; Jin, X[Jin, Xiangdan]; Myeong, IS[Myeong, In-Soo]; Oh, CY[Oh, Chang-Young]; Ham, WH[Ham, Won-Hun]
- Issue Date
- 6-May-2015
- Publisher
- PERGAMON-ELSEVIER SCIENCE LTD
- Keywords
- Chelation control; (-)-Conduramine F-1; anti,syn-Oxazine; Azasugar synthesis; RCM reaction
- Citation
- TETRAHEDRON, v.71, no.18, pp.2772 - 2776
- Indexed
- SCIE
SCOPUS
- Journal Title
- TETRAHEDRON
- Volume
- 71
- Number
- 18
- Start Page
- 2772
- End Page
- 2776
- ISSN
- 0040-4020
- Abstract
- Total synthesis of (-)-conduramine F-1 from commercially available D-serine was achieved. The key steps in this strategy were palladium(0)-catalyzed stereoselective intramolecular oxazine formation, extension of the chirality of anti,syn-oxazine, and Wittig and ring-closing metathesis reactions. (C) 2015 Elsevier Ltd. All rights reserved.
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