Synthesis of Enantiopure 2,5-Dihydro-3-iodofurans and Substituted 3-Iodofurans by Iodocyclization of 4-Hydroxy-1,2-alkadienyl Carbamates

Synlett

Volumn , Issue 13, 2003, Pages 1969-1972

  Schultz Fademrecht, Carsten ^a   Zimmermann, Maik ^a   Fröhlich, Roland ^a   Hoppe, Dieter ^a  

^a UNIVERSITY OF MÜNSTER   (Germany)

Author keywords

2,5 dihydrofurans; Enantiopure allenes; Furans; Iodine; Stereoselective cyclization

Indexed keywords

2,5 DIHYDRO 3 IODOFURAN DERIVATIVE; 3 IODOFURAN DERIVATIVE; CARBAMIC ACID DERIVATIVE; FURAN DERIVATIVE; UNCLASSIFIED DRUG;

ARTICLE; CHEMICAL REACTION; CHEMICAL STRUCTURE; CHIRALITY; CYCLIZATION; REACTION ANALYSIS; STEREOCHEMISTRY; SYNTHESIS;

EID: 0242334154     PISSN: 09365214     EISSN: None     Source Type: Journal    
DOI: 10.1055/s-2003-42046     Document Type: Article

References (33)

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23. -3, Flack parameter -0.03(2), hydrogens calculated and riding. Data set was collected with KappaCCD diffractometer, equipped with a rotating anode generator Nonius FR591. Programs used: data collection COLLECT (Nonius B.V., 1998), data reduction Denzo-SMN: (a) Otwinowski, Z.; Minor, W. Methods Enzymol. 1997, 276, 307. (b) Absorption correction SORTAV: Blessing, R. H. Acta Cryst. 1995, A51, 33. (c) Also see: Blessing, R. H. J. Appl. Cryst. 1997, 30, 421. (d) Structure solution SHELXS-97: Sheldrick, G. M. Acta Cryst. 1990, A46, 467. (e) Structure refinement SHELXS-97: Sheldrick, G. M. SHELXS-97; Universität Göttingen: Germany, 1997. (f) Graphics SCHAKAL: Keller, E. SCHAKAL, Universität Freiburg: Germany, 1997. (g) Crystallogaphic data (excluding structure factors) for the structure reported in this paper have been deposited with the Cambridge Crystallographic Data Centre as supplementary publication CCDC-204009. Copies of the data can be obtained free of charge on application to The Director, CCDC, 12 Union Road, Cambridge CB2 1EZ, UK [fax: int. code +44(1223)336033, e-mail: deposit@ccdc.cam.ac.uk].
24. -3, Flack parameter -0.03(2), hydrogens calculated and riding. Data set was collected with KappaCCD diffractometer, equipped with a rotating anode generator Nonius FR591. Programs used: data collection COLLECT (Nonius B.V., 1998), data reduction Denzo-SMN: (a) Otwinowski, Z.; Minor, W. Methods Enzymol. 1997, 276, 307. (b) Absorption correction SORTAV: Blessing, R. H. Acta Cryst. 1995, A51, 33. (c) Also see: Blessing, R. H. J. Appl. Cryst. 1997, 30, 421. (d) Structure solution SHELXS-97: Sheldrick, G. M. Acta Cryst. 1990, A46, 467. (e) Structure refinement SHELXS-97: Sheldrick, G. M. SHELXS-97; Universität Göttingen: Germany, 1997. (f) Graphics SCHAKAL: Keller, E. SCHAKAL, Universität Freiburg: Germany, 1997. (g) Crystallogaphic data (excluding structure factors) for the structure reported in this paper have been deposited with the Cambridge Crystallographic Data Centre as supplementary publication CCDC-204009. Copies of the data can be obtained free of charge on application to The Director, CCDC, 12 Union Road, Cambridge CB2 1EZ, UK [fax: int. code +44(1223)336033, e-mail: deposit@ccdc.cam.ac.uk].
25. -3, Flack parameter -0.03(2), hydrogens calculated and riding. Data set was collected with KappaCCD diffractometer, equipped with a rotating anode generator Nonius FR591. Programs used: data collection COLLECT (Nonius B.V., 1998), data reduction Denzo-SMN: (a) Otwinowski, Z.; Minor, W. Methods Enzymol. 1997, 276, 307. (b) Absorption correction SORTAV: Blessing, R. H. Acta Cryst. 1995, A51, 33. (c) Also see: Blessing, R. H. J. Appl. Cryst. 1997, 30, 421. (d) Structure solution SHELXS-97: Sheldrick, G. M. Acta Cryst. 1990, A46, 467. (e) Structure refinement SHELXS-97: Sheldrick, G. M. SHELXS-97; Universität Göttingen: Germany, 1997. (f) Graphics SCHAKAL: Keller, E. SCHAKAL, Universität Freiburg: Germany, 1997. (g) Crystallogaphic data (excluding structure factors) for the structure reported in this paper have been deposited with the Cambridge Crystallographic Data Centre as supplementary publication CCDC-204009. Copies of the data can be obtained free of charge on application to The Director, CCDC, 12 Union Road, Cambridge CB2 1EZ, UK [fax: int. code +44(1223)336033, e-mail: deposit@ccdc.cam.ac.uk].
26. -3, Flack parameter -0.03(2), hydrogens calculated and riding. Data set was collected with KappaCCD diffractometer, equipped with a rotating anode generator Nonius FR591. Programs used: data collection COLLECT (Nonius B.V., 1998), data reduction Denzo-SMN: (a) Otwinowski, Z.; Minor, W. Methods Enzymol. 1997, 276, 307. (b) Absorption correction SORTAV: Blessing, R. H. Acta Cryst. 1995, A51, 33. (c) Also see: Blessing, R. H. J. Appl. Cryst. 1997, 30, 421. (d) Structure solution SHELXS-97: Sheldrick, G. M. Acta Cryst. 1990, A46, 467. (e) Structure refinement SHELXS-97: Sheldrick, G. M. SHELXS-97; Universität Göttingen: Germany, 1997. (f) Graphics SCHAKAL: Keller, E. SCHAKAL, Universität Freiburg: Germany, 1997. (g) Crystallogaphic data (excluding structure factors) for the structure reported in this paper have been deposited with the Cambridge Crystallographic Data Centre as supplementary publication CCDC-204009. Copies of the data can be obtained free of charge on application to The Director, CCDC, 12 Union Road, Cambridge CB2 1EZ, UK [fax: int. code +44(1223)336033, e-mail: deposit@ccdc.cam.ac.uk].
27. -3, Flack parameter -0.03(2), hydrogens calculated and riding. Data set was collected with KappaCCD diffractometer, equipped with a rotating anode generator Nonius FR591. Programs used: data collection COLLECT (Nonius B.V., 1998), data reduction Denzo-SMN: (a) Otwinowski, Z.; Minor, W. Methods Enzymol. 1997, 276, 307. (b) Absorption correction SORTAV: Blessing, R. H. Acta Cryst. 1995, A51, 33. (c) Also see: Blessing, R. H. J. Appl. Cryst. 1997, 30, 421. (d) Structure solution SHELXS-97: Sheldrick, G. M. Acta Cryst. 1990, A46, 467. (e) Structure refinement SHELXS-97: Sheldrick, G. M. SHELXS-97; Universität Göttingen: Germany, 1997. (f) Graphics SCHAKAL: Keller, E. SCHAKAL, Universität Freiburg: Germany, 1997. (g) Crystallogaphic data (excluding structure factors) for the structure reported in this paper have been deposited with the Cambridge Crystallographic Data Centre as supplementary publication CCDC-204009. Copies of the data can be obtained free of charge on application to The Director, CCDC, 12 Union Road, Cambridge CB2 1EZ, UK [fax: int. code +44(1223)336033, e-mail: deposit@ccdc.cam.ac.uk].
28. -3, Flack parameter -0.03(2), hydrogens calculated and riding. Data set was collected with KappaCCD diffractometer, equipped with a rotating anode generator Nonius FR591. Programs used: data collection COLLECT (Nonius B.V., 1998), data reduction Denzo-SMN: (a) Otwinowski, Z.; Minor, W. Methods Enzymol. 1997, 276, 307. (b) Absorption correction SORTAV: Blessing, R. H. Acta Cryst. 1995, A51, 33. (c) Also see: Blessing, R. H. J. Appl. Cryst. 1997, 30, 421. (d) Structure solution SHELXS-97: Sheldrick, G. M. Acta Cryst. 1990, A46, 467. (e) Structure refinement SHELXS-97: Sheldrick, G. M. SHELXS-97; Universität Göttingen: Germany, 1997. (f) Graphics SCHAKAL: Keller, E. SCHAKAL, Universität Freiburg: Germany, 1997. (g) Crystallogaphic data (excluding structure factors) for the structure reported in this paper have been deposited with the Cambridge Crystallographic Data Centre as supplementary publication CCDC-204009. Copies of the data can be obtained free of charge on application to The Director, CCDC, 12 Union Road, Cambridge CB2 1EZ, UK [fax: int. code +44(1223)336033, e-mail: deposit@ccdc.cam.ac.uk].
29. abstract
30. abstract
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