Serendipitous Formation of the Cyclic Sulfite DIMTH($ SO_{3} $) by Reaction of DIMTH(OH)2 with $ SOCl_{2} $

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 $ SOCl_{2} $/$ NEt_{2} $ does not lead to the expected dichlorinated species 2, but affords the cyclic sulfite DIMTH($ SO_{3} $) (3) ((1R, 7R)-...
Ausführliche Beschreibung

Gespeichert in:

Autor*in:	Handrosch, Carsten [verfasserIn] Heinemann, Frank W. Kisch, Horst

Format:	Artikel

Erschienen:	1999

Systematik:	VA 8360

Anmerkung:	© 1946 – 2014: Verlag der Zeitschrift für Naturforschung

Übergeordnetes Werk:	Enthalten in: Zeitschrift für Naturforschung. B, Chemical sciences - Verlag der Zeitschrift für Naturforschung, 1947, 54(1999), 8 vom: 01. Aug., Seite 1015-1018
Übergeordnetes Werk:	volume:54 ; year:1999 ; number:8 ; day:01 ; month:08 ; pages:1015-1018

Links:	Volltext

DOI / URN:	10.1515/znb-1999-0807

Katalog-ID:	OLC213798556X

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520			\|a 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 $ SOCl_{2} $/$ NEt_{2} $ does not lead to the expected dichlorinated species 2, but affords the cyclic sulfite DIMTH($ SO_{3} $) (3) ((1R, 7R)-9,9-dimethyl-4-oxide-2,2,6,6-tetramethyl-4-thia-3,5,8,10-tetraoxabicyclo-[5,3,0] decane) as indicated by X-ray structural analysis.
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matchkey_str	article:09320776:1999----::eedptufrainfhccislieits_brat
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publishDate	1999
allfields	10.1515/znb-1999-0807 doi (DE-627)OLC213798556X (DE-B1597)znb-1999-0807-p DE-627 ger DE-627 rakwb 540 VZ 540 VZ VA 8360 VZ rvk Handrosch, Carsten verfasserin aut Serendipitous Formation of the Cyclic Sulfite DIMTH($ SO_{3} $) by Reaction of DIMTH(OH)2 with $ SOCl_{2} $ 1999 Text txt rdacontent ohne Hilfsmittel zu benutzen n rdamedia Band nc rdacarrier © 1946 – 2014: Verlag der Zeitschrift für Naturforschung 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 $ SOCl_{2} $/$ NEt_{2} $ does not lead to the expected dichlorinated species 2, but affords the cyclic sulfite DIMTH($ SO_{3} $) (3) ((1R, 7R)-9,9-dimethyl-4-oxide-2,2,6,6-tetramethyl-4-thia-3,5,8,10-tetraoxabicyclo-[5,3,0] decane) as indicated by X-ray structural analysis. Heinemann, Frank W. aut Kisch, Horst aut Enthalten in Zeitschrift für Naturforschung. B, Chemical sciences Verlag der Zeitschrift für Naturforschung, 1947 54(1999), 8 vom: 01. Aug., Seite 1015-1018 (DE-627)129307386 (DE-600)124635-5 (DE-576)014504928 0932-0776 nnns volume:54 year:1999 number:8 day:01 month:08 pages:1015-1018 https://doi.org/10.1515/znb-1999-0807 lizenzpflichtig Volltext GBV_USEFLAG_A SYSFLAG_A GBV_OLC SSG-OLC-PHY SSG-OLC-CHE SSG-OLC-FOR SSG-OPC-FOR GBV_ILN_11 GBV_ILN_20 GBV_ILN_21 GBV_ILN_22 GBV_ILN_23 GBV_ILN_24 GBV_ILN_30 GBV_ILN_40 GBV_ILN_59 GBV_ILN_62 GBV_ILN_65 GBV_ILN_69 GBV_ILN_70 GBV_ILN_100 GBV_ILN_105 GBV_ILN_120 GBV_ILN_121 GBV_ILN_130 GBV_ILN_267 GBV_ILN_285 GBV_ILN_2001 GBV_ILN_2003 GBV_ILN_2006 GBV_ILN_2007 GBV_ILN_2008 GBV_ILN_2010 GBV_ILN_2011 GBV_ILN_2014 GBV_ILN_2015 GBV_ILN_2018 GBV_ILN_2021 GBV_ILN_2026 GBV_ILN_2185 GBV_ILN_2221 GBV_ILN_2237 GBV_ILN_2279 GBV_ILN_2409 GBV_ILN_4012 GBV_ILN_4027 GBV_ILN_4035 GBV_ILN_4037 GBV_ILN_4046 GBV_ILN_4116 GBV_ILN_4266 GBV_ILN_4277 GBV_ILN_4302 GBV_ILN_4305 GBV_ILN_4306 GBV_ILN_4307 GBV_ILN_4310 GBV_ILN_4314 GBV_ILN_4316 GBV_ILN_4317 GBV_ILN_4319 GBV_ILN_4320 GBV_ILN_4321 GBV_ILN_4323 GBV_ILN_4700 VA 8360 AR 54 1999 8 01 08 1015-1018
spelling	10.1515/znb-1999-0807 doi (DE-627)OLC213798556X (DE-B1597)znb-1999-0807-p DE-627 ger DE-627 rakwb 540 VZ 540 VZ VA 8360 VZ rvk Handrosch, Carsten verfasserin aut Serendipitous Formation of the Cyclic Sulfite DIMTH($ SO_{3} $) by Reaction of DIMTH(OH)2 with $ SOCl_{2} $ 1999 Text txt rdacontent ohne Hilfsmittel zu benutzen n rdamedia Band nc rdacarrier © 1946 – 2014: Verlag der Zeitschrift für Naturforschung 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 $ SOCl_{2} $/$ NEt_{2} $ does not lead to the expected dichlorinated species 2, but affords the cyclic sulfite DIMTH($ SO_{3} $) (3) ((1R, 7R)-9,9-dimethyl-4-oxide-2,2,6,6-tetramethyl-4-thia-3,5,8,10-tetraoxabicyclo-[5,3,0] decane) as indicated by X-ray structural analysis. Heinemann, Frank W. aut Kisch, Horst aut Enthalten in Zeitschrift für Naturforschung. B, Chemical sciences Verlag der Zeitschrift für Naturforschung, 1947 54(1999), 8 vom: 01. Aug., Seite 1015-1018 (DE-627)129307386 (DE-600)124635-5 (DE-576)014504928 0932-0776 nnns volume:54 year:1999 number:8 day:01 month:08 pages:1015-1018 https://doi.org/10.1515/znb-1999-0807 lizenzpflichtig Volltext GBV_USEFLAG_A SYSFLAG_A GBV_OLC SSG-OLC-PHY SSG-OLC-CHE SSG-OLC-FOR SSG-OPC-FOR GBV_ILN_11 GBV_ILN_20 GBV_ILN_21 GBV_ILN_22 GBV_ILN_23 GBV_ILN_24 GBV_ILN_30 GBV_ILN_40 GBV_ILN_59 GBV_ILN_62 GBV_ILN_65 GBV_ILN_69 GBV_ILN_70 GBV_ILN_100 GBV_ILN_105 GBV_ILN_120 GBV_ILN_121 GBV_ILN_130 GBV_ILN_267 GBV_ILN_285 GBV_ILN_2001 GBV_ILN_2003 GBV_ILN_2006 GBV_ILN_2007 GBV_ILN_2008 GBV_ILN_2010 GBV_ILN_2011 GBV_ILN_2014 GBV_ILN_2015 GBV_ILN_2018 GBV_ILN_2021 GBV_ILN_2026 GBV_ILN_2185 GBV_ILN_2221 GBV_ILN_2237 GBV_ILN_2279 GBV_ILN_2409 GBV_ILN_4012 GBV_ILN_4027 GBV_ILN_4035 GBV_ILN_4037 GBV_ILN_4046 GBV_ILN_4116 GBV_ILN_4266 GBV_ILN_4277 GBV_ILN_4302 GBV_ILN_4305 GBV_ILN_4306 GBV_ILN_4307 GBV_ILN_4310 GBV_ILN_4314 GBV_ILN_4316 GBV_ILN_4317 GBV_ILN_4319 GBV_ILN_4320 GBV_ILN_4321 GBV_ILN_4323 GBV_ILN_4700 VA 8360 AR 54 1999 8 01 08 1015-1018
allfields_unstemmed	10.1515/znb-1999-0807 doi (DE-627)OLC213798556X (DE-B1597)znb-1999-0807-p DE-627 ger DE-627 rakwb 540 VZ 540 VZ VA 8360 VZ rvk Handrosch, Carsten verfasserin aut Serendipitous Formation of the Cyclic Sulfite DIMTH($ SO_{3} $) by Reaction of DIMTH(OH)2 with $ SOCl_{2} $ 1999 Text txt rdacontent ohne Hilfsmittel zu benutzen n rdamedia Band nc rdacarrier © 1946 – 2014: Verlag der Zeitschrift für Naturforschung 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 $ SOCl_{2} $/$ NEt_{2} $ does not lead to the expected dichlorinated species 2, but affords the cyclic sulfite DIMTH($ SO_{3} $) (3) ((1R, 7R)-9,9-dimethyl-4-oxide-2,2,6,6-tetramethyl-4-thia-3,5,8,10-tetraoxabicyclo-[5,3,0] decane) as indicated by X-ray structural analysis. Heinemann, Frank W. aut Kisch, Horst aut Enthalten in Zeitschrift für Naturforschung. B, Chemical sciences Verlag der Zeitschrift für Naturforschung, 1947 54(1999), 8 vom: 01. Aug., Seite 1015-1018 (DE-627)129307386 (DE-600)124635-5 (DE-576)014504928 0932-0776 nnns volume:54 year:1999 number:8 day:01 month:08 pages:1015-1018 https://doi.org/10.1515/znb-1999-0807 lizenzpflichtig Volltext GBV_USEFLAG_A SYSFLAG_A GBV_OLC SSG-OLC-PHY SSG-OLC-CHE SSG-OLC-FOR SSG-OPC-FOR GBV_ILN_11 GBV_ILN_20 GBV_ILN_21 GBV_ILN_22 GBV_ILN_23 GBV_ILN_24 GBV_ILN_30 GBV_ILN_40 GBV_ILN_59 GBV_ILN_62 GBV_ILN_65 GBV_ILN_69 GBV_ILN_70 GBV_ILN_100 GBV_ILN_105 GBV_ILN_120 GBV_ILN_121 GBV_ILN_130 GBV_ILN_267 GBV_ILN_285 GBV_ILN_2001 GBV_ILN_2003 GBV_ILN_2006 GBV_ILN_2007 GBV_ILN_2008 GBV_ILN_2010 GBV_ILN_2011 GBV_ILN_2014 GBV_ILN_2015 GBV_ILN_2018 GBV_ILN_2021 GBV_ILN_2026 GBV_ILN_2185 GBV_ILN_2221 GBV_ILN_2237 GBV_ILN_2279 GBV_ILN_2409 GBV_ILN_4012 GBV_ILN_4027 GBV_ILN_4035 GBV_ILN_4037 GBV_ILN_4046 GBV_ILN_4116 GBV_ILN_4266 GBV_ILN_4277 GBV_ILN_4302 GBV_ILN_4305 GBV_ILN_4306 GBV_ILN_4307 GBV_ILN_4310 GBV_ILN_4314 GBV_ILN_4316 GBV_ILN_4317 GBV_ILN_4319 GBV_ILN_4320 GBV_ILN_4321 GBV_ILN_4323 GBV_ILN_4700 VA 8360 AR 54 1999 8 01 08 1015-1018
allfieldsGer	10.1515/znb-1999-0807 doi (DE-627)OLC213798556X (DE-B1597)znb-1999-0807-p DE-627 ger DE-627 rakwb 540 VZ 540 VZ VA 8360 VZ rvk Handrosch, Carsten verfasserin aut Serendipitous Formation of the Cyclic Sulfite DIMTH($ SO_{3} $) by Reaction of DIMTH(OH)2 with $ SOCl_{2} $ 1999 Text txt rdacontent ohne Hilfsmittel zu benutzen n rdamedia Band nc rdacarrier © 1946 – 2014: Verlag der Zeitschrift für Naturforschung 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 $ SOCl_{2} $/$ NEt_{2} $ does not lead to the expected dichlorinated species 2, but affords the cyclic sulfite DIMTH($ SO_{3} $) (3) ((1R, 7R)-9,9-dimethyl-4-oxide-2,2,6,6-tetramethyl-4-thia-3,5,8,10-tetraoxabicyclo-[5,3,0] decane) as indicated by X-ray structural analysis. Heinemann, Frank W. aut Kisch, Horst aut Enthalten in Zeitschrift für Naturforschung. B, Chemical sciences Verlag der Zeitschrift für Naturforschung, 1947 54(1999), 8 vom: 01. Aug., Seite 1015-1018 (DE-627)129307386 (DE-600)124635-5 (DE-576)014504928 0932-0776 nnns volume:54 year:1999 number:8 day:01 month:08 pages:1015-1018 https://doi.org/10.1515/znb-1999-0807 lizenzpflichtig Volltext GBV_USEFLAG_A SYSFLAG_A GBV_OLC SSG-OLC-PHY SSG-OLC-CHE SSG-OLC-FOR SSG-OPC-FOR GBV_ILN_11 GBV_ILN_20 GBV_ILN_21 GBV_ILN_22 GBV_ILN_23 GBV_ILN_24 GBV_ILN_30 GBV_ILN_40 GBV_ILN_59 GBV_ILN_62 GBV_ILN_65 GBV_ILN_69 GBV_ILN_70 GBV_ILN_100 GBV_ILN_105 GBV_ILN_120 GBV_ILN_121 GBV_ILN_130 GBV_ILN_267 GBV_ILN_285 GBV_ILN_2001 GBV_ILN_2003 GBV_ILN_2006 GBV_ILN_2007 GBV_ILN_2008 GBV_ILN_2010 GBV_ILN_2011 GBV_ILN_2014 GBV_ILN_2015 GBV_ILN_2018 GBV_ILN_2021 GBV_ILN_2026 GBV_ILN_2185 GBV_ILN_2221 GBV_ILN_2237 GBV_ILN_2279 GBV_ILN_2409 GBV_ILN_4012 GBV_ILN_4027 GBV_ILN_4035 GBV_ILN_4037 GBV_ILN_4046 GBV_ILN_4116 GBV_ILN_4266 GBV_ILN_4277 GBV_ILN_4302 GBV_ILN_4305 GBV_ILN_4306 GBV_ILN_4307 GBV_ILN_4310 GBV_ILN_4314 GBV_ILN_4316 GBV_ILN_4317 GBV_ILN_4319 GBV_ILN_4320 GBV_ILN_4321 GBV_ILN_4323 GBV_ILN_4700 VA 8360 AR 54 1999 8 01 08 1015-1018
allfieldsSound	10.1515/znb-1999-0807 doi (DE-627)OLC213798556X (DE-B1597)znb-1999-0807-p DE-627 ger DE-627 rakwb 540 VZ 540 VZ VA 8360 VZ rvk Handrosch, Carsten verfasserin aut Serendipitous Formation of the Cyclic Sulfite DIMTH($ SO_{3} $) by Reaction of DIMTH(OH)2 with $ SOCl_{2} $ 1999 Text txt rdacontent ohne Hilfsmittel zu benutzen n rdamedia Band nc rdacarrier © 1946 – 2014: Verlag der Zeitschrift für Naturforschung 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 $ SOCl_{2} $/$ NEt_{2} $ does not lead to the expected dichlorinated species 2, but affords the cyclic sulfite DIMTH($ SO_{3} $) (3) ((1R, 7R)-9,9-dimethyl-4-oxide-2,2,6,6-tetramethyl-4-thia-3,5,8,10-tetraoxabicyclo-[5,3,0] decane) as indicated by X-ray structural analysis. Heinemann, Frank W. aut Kisch, Horst aut Enthalten in Zeitschrift für Naturforschung. B, Chemical sciences Verlag der Zeitschrift für Naturforschung, 1947 54(1999), 8 vom: 01. Aug., Seite 1015-1018 (DE-627)129307386 (DE-600)124635-5 (DE-576)014504928 0932-0776 nnns volume:54 year:1999 number:8 day:01 month:08 pages:1015-1018 https://doi.org/10.1515/znb-1999-0807 lizenzpflichtig Volltext GBV_USEFLAG_A SYSFLAG_A GBV_OLC SSG-OLC-PHY SSG-OLC-CHE SSG-OLC-FOR SSG-OPC-FOR GBV_ILN_11 GBV_ILN_20 GBV_ILN_21 GBV_ILN_22 GBV_ILN_23 GBV_ILN_24 GBV_ILN_30 GBV_ILN_40 GBV_ILN_59 GBV_ILN_62 GBV_ILN_65 GBV_ILN_69 GBV_ILN_70 GBV_ILN_100 GBV_ILN_105 GBV_ILN_120 GBV_ILN_121 GBV_ILN_130 GBV_ILN_267 GBV_ILN_285 GBV_ILN_2001 GBV_ILN_2003 GBV_ILN_2006 GBV_ILN_2007 GBV_ILN_2008 GBV_ILN_2010 GBV_ILN_2011 GBV_ILN_2014 GBV_ILN_2015 GBV_ILN_2018 GBV_ILN_2021 GBV_ILN_2026 GBV_ILN_2185 GBV_ILN_2221 GBV_ILN_2237 GBV_ILN_2279 GBV_ILN_2409 GBV_ILN_4012 GBV_ILN_4027 GBV_ILN_4035 GBV_ILN_4037 GBV_ILN_4046 GBV_ILN_4116 GBV_ILN_4266 GBV_ILN_4277 GBV_ILN_4302 GBV_ILN_4305 GBV_ILN_4306 GBV_ILN_4307 GBV_ILN_4310 GBV_ILN_4314 GBV_ILN_4316 GBV_ILN_4317 GBV_ILN_4319 GBV_ILN_4320 GBV_ILN_4321 GBV_ILN_4323 GBV_ILN_4700 VA 8360 AR 54 1999 8 01 08 1015-1018
source	Enthalten in Zeitschrift für Naturforschung. B, Chemical sciences 54(1999), 8 vom: 01. Aug., Seite 1015-1018 volume:54 year:1999 number:8 day:01 month:08 pages:1015-1018
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author	Handrosch, Carsten
spellingShingle	Handrosch, Carsten ddc 540 rvk VA 8360 Serendipitous Formation of the Cyclic Sulfite DIMTH($ SO_{3} $) by Reaction of DIMTH(OH)2 with $ SOCl_{2} $
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topic_title	540 VZ VA 8360 VZ rvk Serendipitous Formation of the Cyclic Sulfite DIMTH($ SO_{3} $) by Reaction of DIMTH(OH)2 with $ SOCl_{2} $
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title	Serendipitous Formation of the Cyclic Sulfite DIMTH($ SO_{3} $) by Reaction of DIMTH(OH)2 with $ SOCl_{2} $
ctrlnum	(DE-627)OLC213798556X (DE-B1597)znb-1999-0807-p
title_full	Serendipitous Formation of the Cyclic Sulfite DIMTH($ SO_{3} $) by Reaction of DIMTH(OH)2 with $ SOCl_{2} $
author_sort	Handrosch, Carsten
journal	Zeitschrift für Naturforschung. B, Chemical sciences
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author_browse	Handrosch, Carsten Heinemann, Frank W. Kisch, Horst
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title_sort	serendipitous formation of the cyclic sulfite dimth($ so_{3} $) by reaction of dimth(oh)2 with $ socl_{2} $
title_auth	Serendipitous Formation of the Cyclic Sulfite DIMTH($ SO_{3} $) by Reaction of DIMTH(OH)2 with $ SOCl_{2} $
abstract	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 $ SOCl_{2} $/$ NEt_{2} $ does not lead to the expected dichlorinated species 2, but affords the cyclic sulfite DIMTH($ SO_{3} $) (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. © 1946 – 2014: Verlag der Zeitschrift für Naturforschung
abstractGer	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 $ SOCl_{2} $/$ NEt_{2} $ does not lead to the expected dichlorinated species 2, but affords the cyclic sulfite DIMTH($ SO_{3} $) (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. © 1946 – 2014: Verlag der Zeitschrift für Naturforschung
abstract_unstemmed	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 $ SOCl_{2} $/$ NEt_{2} $ does not lead to the expected dichlorinated species 2, but affords the cyclic sulfite DIMTH($ SO_{3} $) (3) ((1R, 7R)-9,9-dimethyl-4-oxide-2,2,6,6-tetramethyl-4-thia-3,5,8,10-tetraoxabicyclo-[5,3,0] decane) as indicated by X-ray structural analysis. © 1946 – 2014: Verlag der Zeitschrift für Naturforschung
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container_issue	8
title_short	Serendipitous Formation of the Cyclic Sulfite DIMTH($ SO_{3} $) by Reaction of DIMTH(OH)2 with $ SOCl_{2} $
url	https://doi.org/10.1515/znb-1999-0807
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Serendipitous Formation of the Cyclic Sulfite DIMTH($ SO_{3} $) by Reaction of DIMTH(OH)2 with $ SOCl_{2} $

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