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Serendipitous Formation of the Cyclic Sulfite DIMTH(SO3) by Reaction of DIMTH(OH)2 with SOCl2

  • Carsten Handrosch , Frank W. Heinemann and Horst Kisch EMAIL logo
Published/Copyright: June 2, 2014
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Zeitschrift für Naturforschung B
From the journal Zeitschrift für Naturforschung B Volume 54 Issue 8

The reaction of the acetonide protected derivative of tartaric acid, DIMTH(OH)2 (1) (1,6-didesoxy- 3,4-O-isopropylidene-2,5-di-C-methyl-threo-hexitol), with SOCl2/NEt2 does not lead to the expected dichlorinated species 2, but affords the cyclic sulfite DIMTH(SO3) (3) ((1R, 7R)-9,9-dimethyl-4-oxide-2,2,6,6-tetramethyl-4-thia-3,5,8,10-tetraoxabicyclo-[5,3,0] decane) as indicated by X-ray structural analysis.

: Cyclic Sulfite; X-Ray Data; Tartaric Acid
Received: 1999-4-16
Published Online: 2014-6-2
Published in Print: 1999-8-1

© 1946 – 2014: Verlag der Zeitschrift für Naturforschung

Articles in the same Issue

  1. Darstellung und Eigenschaften von Tetra(n-butyl)ammonium-cis-diacidooxophthalocyaninato( 2-)niobaten(V) und -tantalaten(V); Kristallstruktur von (nBu4N)CIS[Nb(F)2Opc2-]
  2. Metallkomplexe mit biologisch wichtigen Liganden, CXXI [1]. Orthopalladierte Enolate aus N-(Diphenylmethylen)-Schiff-Basen von a-Aminosäureestern als ambivalente 1,3-Dipole in [2+3]-Cycloadditionsreaktionen. Strukturen einer Reihe von Cycloaddukten
  3. Metallkomplexe mit biologisch wichtigen Liganden, CXX [1]. Halbsandwich-Komplexe von Ruthenium(II) und Iridium(III) mit 3-(3-Pyridyl)-D-alaninat
  4. Metallboranate und Boranatometallate, 25. 25Mg-Kernresonanzuntersuchungen an Magnesiumboranaten [1]
  5. Kristallstruktur, Infrarot- und Ramanspektren sowie thermische Zersetzung von Magnesiumtetrahydrogendimesoperiodat, MgH4I2O10 · 6H2O
  6. Kristallstrukturen, Schwingungsspektren und Normalkoordinatenanalyse von cis-(n-Bu4N)2[ReBr4(NCS)(SCN)], trans-(n-Bu4N)2[ReBr4(NCS)(SCN)] und trans-(n-Bu4N)2[ReBr4(NCSe)(SeCN)]
  7. Serendipitous Formation of the Cyclic Sulfite DIMTH(SO3) by Reaction of DIMTH(OH)2 with SOCl2
  8. Neue Tetraaminophosphonium-Salze durch Anionenaustausch in flüssigem Ammoniak
  9. The Crystal Structure of N,N′-Bis-(1,3-dihydroxy-2-methylprop-2-yl)- pyrazine-2,3-dicarboxamide Semihydrate
  10. β-Diketonates and their Analogs: Stabilization of the Dimeric M2{L}4(D)2 (M = Co, Ni) Core in the Complexes with Dimethyl-N-trichloroacetylamidophosphate {Cl3C(O)NP(O)(OCH3)2}-
  11. Synthesis and Electronic Spectra of Tricarbonylrhenium(I) Chloride Complexes with 9,10-Phenanthrenequinone and 9,10-Phenanthrenequinone Diimine as Acceptor Ligands
  12. Synthesis of Benzisochalcogenol and -azole Derivatives via ortho Metalation of Isophthalamides
  13. Synthesis, Reactions and Spectroscopy of 3-Benzoyl-6-phenylpyridazines of Expected Biological Activity
  14. Imidazole Nucleosides, V. Synthesis of 3′-Fluoro-3′-deoxy-ribofuranosides of 4(5)-Amino-imidazoIe-5(4)carboxamide
  15. Synthetic Potential Inherent in D-Isoascorbic Acid as a Precursor for Pyridazine and Furo[3,2-c]pyridazine Ring Systems with Two Asymmetric Centers
  16. Chiral Pool Synthesis of 4a-Substituted Carbocyclic Cyclopentanoid Nucleoside Precursors, I
  17. Chiral Pool Synthesis of 4a-Substituted Carbocyclic Cyclopentanoid Nucleoside Precursors, II
  18. Die Kristallstruktur von Bis(bromotriphenyl) arsen(V)-hexabromotellurat( IV), [Ph3AsBr]2[TeBr6]
  19. Darstellung und Kristallstruktur von Hexacaesium-hexatelluridodigermanat( III) (Cs6Ge2Te6)
https://doi.org/10.1515/znb-1999-0807

Articles in the same Issue

  1. Darstellung und Eigenschaften von Tetra(n-butyl)ammonium-cis-diacidooxophthalocyaninato( 2-)niobaten(V) und -tantalaten(V); Kristallstruktur von (nBu4N)CIS[Nb(F)2Opc2-]
  2. Metallkomplexe mit biologisch wichtigen Liganden, CXXI [1]. Orthopalladierte Enolate aus N-(Diphenylmethylen)-Schiff-Basen von a-Aminosäureestern als ambivalente 1,3-Dipole in [2+3]-Cycloadditionsreaktionen. Strukturen einer Reihe von Cycloaddukten
  3. Metallkomplexe mit biologisch wichtigen Liganden, CXX [1]. Halbsandwich-Komplexe von Ruthenium(II) und Iridium(III) mit 3-(3-Pyridyl)-D-alaninat
  4. Metallboranate und Boranatometallate, 25. 25Mg-Kernresonanzuntersuchungen an Magnesiumboranaten [1]
  5. Kristallstruktur, Infrarot- und Ramanspektren sowie thermische Zersetzung von Magnesiumtetrahydrogendimesoperiodat, MgH4I2O10 · 6H2O
  6. Kristallstrukturen, Schwingungsspektren und Normalkoordinatenanalyse von cis-(n-Bu4N)2[ReBr4(NCS)(SCN)], trans-(n-Bu4N)2[ReBr4(NCS)(SCN)] und trans-(n-Bu4N)2[ReBr4(NCSe)(SeCN)]
  7. Serendipitous Formation of the Cyclic Sulfite DIMTH(SO3) by Reaction of DIMTH(OH)2 with SOCl2
  8. Neue Tetraaminophosphonium-Salze durch Anionenaustausch in flüssigem Ammoniak
  9. The Crystal Structure of N,N′-Bis-(1,3-dihydroxy-2-methylprop-2-yl)- pyrazine-2,3-dicarboxamide Semihydrate
  10. β-Diketonates and their Analogs: Stabilization of the Dimeric M2{L}4(D)2 (M = Co, Ni) Core in the Complexes with Dimethyl-N-trichloroacetylamidophosphate {Cl3C(O)NP(O)(OCH3)2}-
  11. Synthesis and Electronic Spectra of Tricarbonylrhenium(I) Chloride Complexes with 9,10-Phenanthrenequinone and 9,10-Phenanthrenequinone Diimine as Acceptor Ligands
  12. Synthesis of Benzisochalcogenol and -azole Derivatives via ortho Metalation of Isophthalamides
  13. Synthesis, Reactions and Spectroscopy of 3-Benzoyl-6-phenylpyridazines of Expected Biological Activity
  14. Imidazole Nucleosides, V. Synthesis of 3′-Fluoro-3′-deoxy-ribofuranosides of 4(5)-Amino-imidazoIe-5(4)carboxamide
  15. Synthetic Potential Inherent in D-Isoascorbic Acid as a Precursor for Pyridazine and Furo[3,2-c]pyridazine Ring Systems with Two Asymmetric Centers
  16. Chiral Pool Synthesis of 4a-Substituted Carbocyclic Cyclopentanoid Nucleoside Precursors, I
  17. Chiral Pool Synthesis of 4a-Substituted Carbocyclic Cyclopentanoid Nucleoside Precursors, II
  18. Die Kristallstruktur von Bis(bromotriphenyl) arsen(V)-hexabromotellurat( IV), [Ph3AsBr]2[TeBr6]
  19. Darstellung und Kristallstruktur von Hexacaesium-hexatelluridodigermanat( III) (Cs6Ge2Te6)
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