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...
Bewaard in:
Hoofdauteur: | |
---|---|
Andere auteurs: | |
Formaat: | Dissertation |
Taal: | Engels |
Gepubliceerd in: |
Philipps-Universität Marburg
2018
|
Onderwerpen: | |
Online toegang: | PDF Full text |
Tags: |
Voeg label toe
Geen labels, Wees de eerste die dit record labelt!
|
Samenvatting: | 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. |
---|---|
Fysieke beschrijving: | 188 Seiten |
DOI: | 10.17192/z2018.0212 |