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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 22, 1992 - Issue 12
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Original Articles

A Cyclic Sulfate Approach to the Synthesis of 1,4-Dideoxy-1,4-imino Derivatives of L-Xylitol, L-Arabinitol and D-Xylitol

Pieter A.M. van der Klein Gorlaeus Laboratories, P.O. Box 9502, 2300, RA, Leiden, The Netherlands
,
Wim Filemon Gorlaeus Laboratories, P.O. Box 9502, 2300, RA, Leiden, The Netherlands
,
Helgo J.G. Broxterman Gorlaeus Laboratories, P.O. Box 9502, 2300, RA, Leiden, The Netherlands
,
Gijs A. van der Marel Gorlaeus Laboratories, P.O. Box 9502, 2300, RA, Leiden, The Netherlands
&
Jacques H. van Boom Gorlaeus Laboratories, P.O. Box 9502, 2300, RA, Leiden, The Netherlands
Pages 1763-1771 | Accepted 18 Feb 1992, Published online: 23 Sep 2006

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Floris L. van Delft, A. Rob, P.M. Valentijn, Gijs A. van der Marel & Jacques H. van Boom. (1999) Preparation of 2,5-Anhydrohexitols (Part Ii). Intramolecular Nucleophilic Substitution of Cyclic Sulfates. Journal of Carbohydrate Chemistry 18:2, pages 191-207.
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Articles from other publishers (14)

Vimal Kant Harit & Namakkal G. Ramesh. (2020) A common strategy towards the synthesis of 1,4-dideoxy-1,4-imino-l-xylitol, deacetyl (+)-anisomycin and amino-substituted piperidine iminosugars. Carbohydrate Research 492, pages 107988.
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M. Oba, S. Koguchi & K. Nishiyama. (2013) Stereoselective Synthesis of 3,4‐Dihydroxylated Prolines and Prolinols Starting from L ‐Tartaric Acid . Journal of Heterocyclic Chemistry 51:1, pages 237-243.
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Macha Lingamurthy, Anugula Rajender & Batchu Venkateswara Rao. (2013) Stereoselective strategy for the synthesis of (+)-polyoxamic acid and some polyhydroxylated pyrrolidines. Tetrahedron Letters 54:46, pages 6189-6191.
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Appu Aravind, Muthukumar Gomathi Sankar, Babu Varghese & Sundarababu Baskaran. (2009) Regioselective Reductive Cleavage of Bis-benzylidene Acetal: Stereoselective Synthesis of Anticancer Agent OGT2378 and Glycosidase Inhibitor 1,4-Dideoxy-1,4-imino- l -xylitol . The Journal of Organic Chemistry 74:7, pages 2858-2861.
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Francesco Nicotra, Barbara La Ferla & Cristina Airoldi. 2007. Amino Group Chemistry. Amino Group Chemistry 257 304 .
Dilip D. Dhavale, K. S. Ajish Kumar, Vinod D. Chaudhari, Tarun Sharma, Sushma G. Sabharwal & J. PrakashaReddy. (2005) Aziridine carboxylate from d-glucose: synthesis of polyhydroxylated piperidine, pyrrolidine alkaloids and study of their glycosidase inhibition. Organic & Biomolecular Chemistry 3:20, pages 3720.
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Laia Espelt, Teodor Parella, Jordi Bujons, Conxita Solans, Jesús Joglar, Antonio Delgado & Pere Clapés. (2003) Stereoselective Aldol Additions Catalyzed by Dihydroxyacetone Phosphate‐Dependent Aldolases in Emulsion Systems: Preparation and Structural Characterization of Linear and Cyclic Iminopolyols from Aminoaldehydes. Chemistry – A European Journal 9:20, pages 4887-4899.
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Ahmad Ghavami, Blair D Johnston, Matthew D Maddess, Sarah M Chinapoo, Morten T Jensen, Birte Svensson & B Mario Pinto. (2002) Synthesis of 1,4-anhydro- D -xylitol heteroanalogues of the naturally occurring glycosidase inhibitor salacinol and their evaluation as glycosidase inhibitors . Canadian Journal of Chemistry 80:8, pages 937-942.
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Virginie Glaçon, Mohammed Benazza, Daniel Beaupère & Gilles Demailly**. (2000) Heterocyclisation of free or partially protected alditols via their bis-cyclic sulfate derivatives. Versatile synthesis of aza and thiodeoxyanhydroalditol with erythro, threo, arabino, gulo, talo or manno configuration. Tetrahedron Letters 41:26, pages 5053-5056.
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Peter M. Collins. 1998. Dictionary of Carbohydrates. Dictionary of Carbohydrates 196 305 .
Herman S. Overkleeft & Upendra K. Pandit. (1996) A formal synthesis of castanospermine using an olefin metathesis cyclisation reaction as a key step. Tetrahedron Letters 37:4, pages 547-550.
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B. Junge, M. Matzke & J. Stoltefuss. 1996. Oral Antidiabetics. Oral Antidiabetics 411 482 .
Dominique Griffart-Brunet & Nicole Langlois. (1994) A short diastereoselective synthesis of the natural (2R, 3R, 4R)-2-hydroxymethyl-3,4-dihydroxypyrrolidine. Tetrahedron Letters 35:18, pages 2889-2890.
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P. A. M. VAN DER KLEIN, W. FILEMON, H. J. G. BROXTERMAN, G. A. VAN DER MAREL & J. H. VAN BOOM. (2010) ChemInform Abstract: A Cyclic Sulfate Approach to the Synthesis of 1,4‐Dideoxy‐1,4‐imino Derivatives of L‐Xylitol, L‐Arabinitol, and D‐Xylitol.. ChemInform 23:43.
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