Publikationsserver
Synthesis of the Fijiolides Dihydropentalene Core and Amino Acid
In this thesis, a stereoselective access to the benzodihydropentalene core structure 79 and the amino acid fragment 81 of the fijiolides was developed. For benzodihydropentalene 79 the synthetic strategy relied on introduction of a styryl moiety onto indenone 84 allowing construction of ring C via r...
Sparad:
| Huvudupphovsman: | |
|---|---|
| Övriga upphovsmän: | |
| Materialtyp: | Dissertation |
| Språk: | engelska |
| Publicerad: |
Philipps-Universität Marburg
2018
|
| Ämnen: | |
| Länkar: | PDF-fulltext |
| Taggar: |
Lägg till en tagg
Inga taggar, Lägg till första taggen!
|
| Sammanfattning: | In this thesis, a stereoselective access to the benzodihydropentalene core structure 79 and the amino acid fragment 81 of the fijiolides was developed. For benzodihydropentalene 79 the synthetic strategy relied on introduction of a styryl moiety onto indenone 84 allowing construction of ring C via ring closing metathesis. Essential for this strategy was the early introduction of the alcohol at C9, that enabled the cis-arrangement of the previously installed allyl and the styryl moiety. Although the fijiolides` core does not contain a stereocenter at C1, enantioselective introduction of the styryl residue in this position allowed to build up the cyclopentadienol in a stereocontrolled fashion with a high degree of substrate control. |
|---|---|
| Fysisk beskrivning: | 188 Seiten |
| DOI: | 10.17192/z2018.0212 |