Rapid and selective synthesis of substituted 1,2,5-thiadiazolidine 1,1-dioxides

Synlett

Volumn , Issue 6, 2006, Pages 833-836

  Hannam, Joanne ^a   Harrison, Timothy ^a   Heath, Felicity ^a   Madin, Andrew ^a   Merchant, Kevin ^a  

^a NEUROSCIENCE RESEARCH CENTRE   (United Kingdom)

Author keywords

Aziridines; Cyclic sulfamides; Heterocycles; Regioselective

Indexed keywords

1,2,5 THIADIAZOLIDINE 1,1 DIOXIDE DERIVATIVE; 4 METHOXYBENZYL AMINE; AMINE; AZIRIDINE DERIVATIVE; N,N DIMETHYLSULFAMOYL AZIRIDINE DERIVATIVE; NITROGEN; UNCLASSIFIED DRUG;

ARTICLE; DRUG STRUCTURE; DRUG SYNTHESIS; STEREOCHEMISTRY; STRUCTURE ACTIVITY RELATION; SUBSTITUTION REACTION;

EID: 33645777029     PISSN: 09365214     EISSN: None     Source Type: Journal    
DOI: 10.1055/s-2006-939039     Document Type: Article

References (21)

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15. +].
16. +]: 257.1324; found: 257.1322.
17. 4), filtered and evaporated. The residue was purified by chromatography (silica, EtOAc-isohexane) to give the cyclic sulfamide.
18. 22 -35 (c 1, MeOH). The ee was determined to be >99% by chiral HPLC (CHIRALPAK AD-H, 15% EtOH-isohexane, 1 mL/min). The ee for the aziridine 12 was also found to be >99% by chiral HPLC (CHIRALPAK AS-H, 7% EtOH-isohexane, 1 mL/min).
19. +]: 375.1742; found: 375.1736.
20. +]: 255.1167; found: 255.1154.
21. Still, W. C. Synthesis 1976, 453.