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Neue Strategien zur Darstellung enantiomerenreiner Gamma-Butyrolactone und deren Anwendung in der Naturstoffsynthese
Böhm, Claudius (2002) Neue Strategien zur Darstellung enantiomerenreiner Gamma-Butyrolactone und deren Anwendung in der Naturstoffsynthese. PhD, Universität Regensburg.Date of publication of this fulltext: 14 Aug 2002 13:43
Thesis of the University of Regensburg
DOI to cite this document: 10.5283/epub.9950
Abstract (German)
Die stereoselektive Synthese von hochfunktionalisierten 1,2,3-trisubstituierten Cyclopropane ausgehend von Furanen ist beschrieben. Darüber hinaus wurden ausgezeichnete
Diastereoselektivitäten bei der Addition von Nukleophilen auf Cyclopropanecarbaldehyde erzielt. Diese Additionsprodukte wurden durch weitere Transformationen in natürlich
vorkommende Gamma-Butyrolactone überführt.
Translation of the abstract (English)
The stereoselective synthesis of highly funcionalized 1,2,3-trisubstituted cyclopropanes, starting from readily available furans, is described. Furthermore, exceptionally high
diastereocontrol in aggreement with the Felkin-Anh model was observerd for the addition of nucleophiles to cyclopropanecarbaldehydes. By applaying this methodology, the
enantioselective synthesis of natural occuring gamma-butyrolactones was accomplished.
Involved Institutions
Details
| Item type | Thesis of the University of Regensburg (PhD) |
| Date | 13 August 2002 |
| Referee | Oliver Reiser |
| Date of exam | 27 July 2001 |
| Institutions | Chemistry and Pharmacy > Institut für Organische Chemie > Lehrstuhl Prof. Dr. Oliver Reiser |
| Keywords | Naturstoff , Butyrolactone , Cyclopropancarbonsäureester , Nucleophile Addition , Aldolreaktion , , Felkin-Anh rule , Donor-acceptor cyclopropanes , gamma-butyrolactones |
| Dewey Decimal Classification | 500 Science > 540 Chemistry & allied sciences |
| Status | Published |
| Refereed | Yes, this version has been refereed |
| Created at the University of Regensburg | Yes |
| URN of the UB Regensburg | urn:nbn:de:bvb:355-opus-1079 |
| Item ID | 9950 |
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