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DC Field | Value | Language |
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dc.contributor.author | Ragoussis, V. | en |
dc.contributor.author | Theodorou, V. | en |
dc.date.accessioned | 2015-11-24T16:47:50Z | - |
dc.date.available | 2015-11-24T16:47:50Z | - |
dc.identifier.issn | 0039-7881 | - |
dc.identifier.uri | https://olympias.lib.uoi.gr/jspui/handle/123456789/9243 | - |
dc.rights | Default Licence | - |
dc.subject | trans-2,5-disubstituted tetrahydrofurans | en |
dc.subject | condensation | en |
dc.subject | constituent | en |
dc.subject | reduction | en |
dc.subject | route | en |
dc.title | Stereoselective Access to Tetrahydropyranylacetic Acid-Derivatives - Simple Synthesis of (+)-(S,S)-(Cis-6-Methyltetrahydropyran-2-Yl)Acetic Acid | en |
heal.type | journalArticle | - |
heal.type.en | Journal article | en |
heal.type.el | Άρθρο Περιοδικού | el |
heal.identifier.secondary | <Go to ISI>://A1993KK38300026 | - |
heal.language | en | - |
heal.access | campus | - |
heal.recordProvider | Πανεπιστήμιο Ιωαννίνων. Σχολή Θετικών Επιστημών. Τμήμα Χημείας | el |
heal.publicationDate | 1993 | - |
heal.abstract | The reaction of the lactols 1 a-1 d, with malonic acid in hot dimethyl sulfoxide, in the presence of piperidinium acetate as catalyst, gives the corresponding (tetrahydrofuran-2-yl)acetic acids 2 a, c and (tetrahydropyran-2-yl)acetic acids 2 b, d in high yield (65-75 %). While the synthesis of the (6-methyltetrahydropyran-2-yl)acetic acid (2 d) is highly stereoselective (cis/trans ratio 20:1), no stereoselection was observed with the (5-methyltetrahydrofuran-2-yl)acetic acid (2c) (cis/trans ratio 1:1). This reaction was applied for the synthesis of natural (+)-(S,S)-(cis-6-methyltetrahydropyran-2-yl)acetic acid (7), minor constituent of the glandular secretion of the civet cat. | en |
heal.publisher | Thieme Publishing | en |
heal.journalName | Synthesis-Stuttgart | en |
heal.journalType | peer reviewed | - |
heal.fullTextAvailability | TRUE | - |
Appears in Collections: | Άρθρα σε επιστημονικά περιοδικά ( Ανοικτά). ΧΗΜ |
Files in This Item:
File | Description | Size | Format | |
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Theodorou-1993-Stereoselective Access to Tetrahydropyranylacetic.pdf | 288.75 kB | Adobe PDF | View/Open Request a copy |
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