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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 18, 1988 - Issue 3
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Original Articles

Synthesis of (2R, 3S, 4R)-2-Hydroxymethyl-3,4-Dihydroxypyrrolidine Hydrochloride from D-Glucose

So-Yeop Han Department of Chemistry, University of Pennsylvania, Philadelphia, PA., 19104-6323
,
Paul A. Liddell Department of Chemistry, University of Pennsylvania, Philadelphia, PA., 19104-6323
&
Madeleine M. Joullié Department of Chemistry, University of Pennsylvania, Philadelphia, PA., 19104-6323
Pages 275-283 | Published online: 05 Dec 2006

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Rahul R. Nikam & Kiran R. Gore. (2020) A mild and convenient approach for selective acetonide cleavage involved in carbohydrate synthesis using PPA-SiO2. Journal of Carbohydrate Chemistry 39:2-3, pages 63-74.
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PieterA.M. van der Klein, Wim Filemon, HelgoJ.G. Broxterman, GijsA. van der Marel & JacquesH. van Boom. (1992) A Cyclic Sulfate Approach to the Synthesis of 1,4-Dideoxy-1,4-imino Derivatives of L-Xylitol, L-Arabinitol and D-Xylitol. Synthetic Communications 22:12, pages 1763-1771.
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Articles from other publishers (17)

Jongho Jeon, Jong Hyup Lee, Jung-Won Kim & Young Gyu Kim. (2007) syn-Selective dihydroxylation of γ-amino-α,β-unsaturated (Z)-esters from d-serine: stereoselective synthesis of d-iminolyxitol. Tetrahedron: Asymmetry 18:20, pages 2448-2453.
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Fabio Bellina & Renzo Rossi. (2006) Synthesis and biological activity of pyrrole, pyrroline and pyrrolidine derivatives with two aryl groups on adjacent positions. Tetrahedron 62:31, pages 7213-7256.
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. 2005. Synthesis of Naturally Occurring Nitrogen Heterocycles from Carbohydrates. Synthesis of Naturally Occurring Nitrogen Heterocycles from Carbohydrates 64 69 .
Naoki Asano & Hironobu Hashimoto. 2001. Glycoscience: Chemistry and Chemical Biology I–III. Glycoscience: Chemistry and Chemical Biology I–III 2541 2594 .
Éva Bozó, Sándor Boros & János Kuszmann. (2000) Synthesis of 4-substituted phenyl 3,6-anhydro-1,3-dithio-d-glucofuranosides and -pyranosides as well as 2,6-anhydro-1,2-dithio-α-d-altrofuranosides possessing antithrombotic activity. Carbohydrate Research 329:3, pages 525-538.
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C. Arribas, M. Carmen Carreño, José L. García-Ruano, Justo F. Rodríguez, Mercedes Santos & M. Ascensión Sanz-Tejedor. (2000) First Asymmetric Hetero Diels−Alder Reaction of 1-Sulfinyl Dienes with Nitroso Derivatives. A New Entry to the Synthesis of Optically Pure 1,4-Imino- l -ribitol Derivatives . Organic Letters 2:20, pages 3165-3168.
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Ki Hun Park, Ki Chang Jang, Ill-Yun Jeong, Min Suk Yang & Sang Uk Choi. (2000) Stereoselective Synthesis of 1,4-Dideoxy-1,4-imino-L-lyxitol and 1,5-Dideoxy-1,5-imino-D-ribitol. HETEROCYCLES 53:4, pages 887.
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Hossein Razavi & Robin Polt. (1998) Syntheses of iminolyxitols via tandem reduction-alkenylation of O'Donnell's Schiff bases. Tetrahedron Letters 39:21, pages 3371-3374.
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Anna de Raadt, Christian W. Ekhart, Michael Ebner & Arnold E. Stütz. 1998. Glycoscience Synthesis of Substrate Analogs and Mimetics. Glycoscience Synthesis of Substrate Analogs and Mimetics 157 186 .
Deryk K. Thompson, Christine N. Hubert & Richard H. Wightman. (1993) Hydroxylated pyrrolidines. Synthesis of 1,4-dideoxy-1,4-imino-L-lyxitol, 1,4,5-trideoxy-1,4-imino-D- and -L-lyxo-hexitol, 2,3,6-trideoxy-3,6-imino-D-glycero-L-altro- and -D-glycero-L-galacto-octitols, and of a chiral potential precursor of carbapenem systems. Tetrahedron 49:18, pages 3827-3840.
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Wen-Ren Li, So-Yeop Han & Madeleine M. Joullié. (1993) Total synthesis of (+)-Valyldetoxinine and (−)-detoxin D1. Tetrahedron 49:4, pages 785-802.
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Thomas Netscher & Iwan Gautschi. (2006) Präparative Enantiomerentrennung einer Chroman‐2‐carbonsäure durch Chromatographie von Glucose‐Derivaten. Liebigs Annalen der Chemie 1992:6, pages 543-546.
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Wen-Ren Li, So-Yeop Han & Madeleine M. Joullie. (1992) Total synthesis of (−)-detoxin D1. Tetrahedron Letters 33:25, pages 3595-3598.
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Qingchang Meng & Manfred Hesse. (2004) A New Synthesis of (2 S ,3 R ,4 R )‐2‐(Hydroxymethyl)pyrrolidine‐3,4‐diol . Helvetica Chimica Acta 74:2, pages 445-450.
Crossref
Volkmar Wehner & Volker Jäger. (2003) Synthesis of D ‐ and L ‐2‐Amino‐2‐deoxyarabinose and 1,4‐Dideoxy‐1,4‐iminolyxitol by (C 2 + C 3 )‐Nitroaldol Addition with 2‐ O ‐Benzylglyceraldehyde . Angewandte Chemie International Edition in English 29:10, pages 1169-1171.
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Volkmar Wehner & Volker Jäger. (2006) Synthese von D ‐ und L ‐2‐Amino‐2‐desoxyarabinose sowie von D ‐ und L ‐1,4‐Didesoxy‐1,4‐iminolyxit durch (C 2 + C 3 )‐Nitroaldol‐Addition mit 2‐ O ‐Benzylglycerinaldehyd . Angewandte Chemie 102:10, pages 1180-1182.
Crossref
S.‐Y. HAN, P. A. LIDDELL & M. M. JOULLIE. (2016) ChemInform Abstract: Synthesis of (2R,3S,4R)‐2‐Hydroxymethyl‐3,4‐dihydroxypyrrolidine Hydrochloride from D‐Glucose.. ChemInform 19:36.
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