Enantiospecific synthesis of [2.2]paracyclophane-4-thiol and derivatives
This paper describes a simple route to enantiomerically enriched [2.2]paracyclophane-4-thiol via the stereospecific introduction of a chiral sulfoxide to the [2.2]paracyclophane skeleton. The first synthesis of an enantiomerically enriched planar chiral benzothiazole is also reported.
| Main Authors: | , |
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| Format: | Article |
| Language: | English |
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Beilstein-Institut
2009-03-01
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| Series: | Beilstein Journal of Organic Chemistry |
| Subjects: | |
| Online Access: | https://doi.org/10.3762/bjoc.5.9 |
| _version_ | 1818369366780018688 |
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| author | Gareth J. Rowlands Richard J. Seacome |
| author_facet | Gareth J. Rowlands Richard J. Seacome |
| author_sort | Gareth J. Rowlands |
| collection | DOAJ |
| description | This paper describes a simple route to enantiomerically enriched [2.2]paracyclophane-4-thiol via the stereospecific introduction of a chiral sulfoxide to the [2.2]paracyclophane skeleton. The first synthesis of an enantiomerically enriched planar chiral benzothiazole is also reported. |
| first_indexed | 2024-12-13T23:22:42Z |
| format | Article |
| id | doaj.art-6dbe64837206410c9889f775106f5d6d |
| institution | Directory Open Access Journal |
| issn | 1860-5397 |
| language | English |
| last_indexed | 2024-12-13T23:22:42Z |
| publishDate | 2009-03-01 |
| publisher | Beilstein-Institut |
| record_format | Article |
| series | Beilstein Journal of Organic Chemistry |
| spelling | doaj.art-6dbe64837206410c9889f775106f5d6d2022-12-21T23:27:39ZengBeilstein-InstitutBeilstein Journal of Organic Chemistry1860-53972009-03-0151910.3762/bjoc.5.91860-5397-5-9Enantiospecific synthesis of [2.2]paracyclophane-4-thiol and derivativesGareth J. Rowlands0Richard J. Seacome1Institute of Fundamental Sciences, Massey University, Private Bag 11 222, Palmerston North, New ZealandChemistry Division, Department of Chemistry and Biochemistry, University of Sussex, Falmer, Brighton, BN1 9QJ, UKThis paper describes a simple route to enantiomerically enriched [2.2]paracyclophane-4-thiol via the stereospecific introduction of a chiral sulfoxide to the [2.2]paracyclophane skeleton. The first synthesis of an enantiomerically enriched planar chiral benzothiazole is also reported.https://doi.org/10.3762/bjoc.5.9heterocycle[2.2]paracyclophaneresolutionsulfur |
| spellingShingle | Gareth J. Rowlands Richard J. Seacome Enantiospecific synthesis of [2.2]paracyclophane-4-thiol and derivatives Beilstein Journal of Organic Chemistry heterocycle [2.2]paracyclophane resolution sulfur |
| title | Enantiospecific synthesis of [2.2]paracyclophane-4-thiol and derivatives |
| title_full | Enantiospecific synthesis of [2.2]paracyclophane-4-thiol and derivatives |
| title_fullStr | Enantiospecific synthesis of [2.2]paracyclophane-4-thiol and derivatives |
| title_full_unstemmed | Enantiospecific synthesis of [2.2]paracyclophane-4-thiol and derivatives |
| title_short | Enantiospecific synthesis of [2.2]paracyclophane-4-thiol and derivatives |
| title_sort | enantiospecific synthesis of 2 2 paracyclophane 4 thiol and derivatives |
| topic | heterocycle [2.2]paracyclophane resolution sulfur |
| url | https://doi.org/10.3762/bjoc.5.9 |
| work_keys_str_mv | AT garethjrowlands enantiospecificsynthesisof22paracyclophane4thiolandderivatives AT richardjseacome enantiospecificsynthesisof22paracyclophane4thiolandderivatives |