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Efficient and stereoselective syntheses of DAB-1 and D-fagomine via chiral 1,3-oxazine
- Authors
- Kim, JY[Kim, Ji-Yeon]; Mu, Y[Mu, Yu]; Jin, X[Jin, Xiangdan]; Park, SH[Park, Seok-Hwi]; Pham, VT[Pham, Van-Thoai]; Song, DK[Song, Dong-Keun]; Lee, KY[Lee, Kee-Young]; Ham, WH[Ham, Won-Hun]
- Issue Date
- 2-Dec-2011
- Keywords
- Catalytic hydrogenation; D-Fagomine; DAB-1; Natural product; Oxazine; Pd(0) catalyst
- Citation
- TETRAHEDRON, v.67, no.48, pp.9426 - 9432
- Indexed
- SCIE
SCOPUS
- Journal Title
- TETRAHEDRON
- Volume
- 67
- Number
- 48
- Start Page
- 9426
- End Page
- 9432
- ISSN
- 0040-4020
- Abstract
- The concise, stereocontrolled syntheses of DAB-1 and D-fagomine were achieved utilizing chiral oxazine. The key features in these strategies are the stereoselective intramolecular oxazine formation catalyzed by palladium(0), and pyrrolidine and piperidine formation by catalytic hydrogenation of oxazine. (C) 2011 Elsevier Ltd. All rights reserved.
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