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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 33, 2003 - Issue 24
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Original Articles

Facile Syntheses of Azetidin-3-ols by Rearrangement of 2,3-Epoxypropylamines

Associate Professor Chang Ho Oh Department of Chemistry, Hanyang University, Sungdong-Gu, Seoul, South KoreaCorrespondence[email protected]
,
Chul Yun Rhim Department of Chemistry, Hanyang University, Sungdong-Gu, Seoul, South Korea
,
Choong Ho You Department of Chemistry, Hanyang University, Sungdong-Gu, Seoul, South Korea
&
Jin Rai Cho Agency for Defence Development, Yuseong, Taejon, Korea
Pages 4297-4302 | Received 24 Jul 2003, Published online: 21 Aug 2006

References

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  • Anthoni , U. , Christensen , D.H. , Christophersen , C. , Gajhede , M. , Henriksen , G. , Nielsen , O. and Nielsen , P.H. 1990 . Hydrogen bonding in 3-azetidinol . Journal of Molecular Structure , 220 : 43
  • Achibald , T.G. , Giraldi , R. , Baum , K. and George , C. 1990 . Synthesis and X-ray crystal structure of 1,3,3-trinitroazetidine . J. Org. Chem. , 55 : 2920
  • Katrizky , A.R. , Cundy , D.J. and Chen , J. 1994 . Novel syntheses of 1,3,3-trinitroazetidine . J. Heterocyclic Chem. , 31 : 271
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  • Gaertner , V.R. 1967 . Cyclization of 1-alkylamino-3-halo-2-alkanols to 1-alkyl-3- azetidinols . J. Org. Chem. , : 2972
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  • Gaj , B.J. and Moore , D.R. 1967 . Substituted 1-alkyl-3-azetidinols . Tetra-hedron Lett. , : 2155
  • Jenkins , H. and Cale , A.D. 1970 . German Offen. , 1 : 932,219 1-Alkyl-3-azetidinole und verfahren zu deren herstellung. Chem Abstr. 1970, 72, 100478s
  • Higgins , R.H. , Eaton , Q.L. , Worth , L. Jr. and Peterson , M.V. 1987 . Preparation of 3-azetidinols with non-bulky 1-alkyl substituents . J. Heterocyclic Chem. , 24 : 255
  • Higgins , R.H. , Watson , M.R. and Faircloth , W.J. 1988 . Preparations of trimethylsilyl ethers of 3- azetidinols. Scope and limitations . J. Heterocyclic Chem. , 25 : 383
  • Karikomi , M. , Arai , K. and Toda , T. 1997 . Steroselective synthesis of 3-hydroxyazetidines via regioselective hydrogenation of 2,3- epoxyamines by using magnesium bromide . Tetrahedron Lett. , 38 : 6059

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