Studies in the Lignan and Terpene Fields

Gilchrist, Thomas (1962) Studies in the Lignan and Terpene Fields. PhD thesis, University of Glasgow.

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Lignan Section. Otoba fat has been shown to contain a hydroxy otobain and a mixture of phenols in addition to otobain. A structure is proposed for otobain, on the basis of its degradation products and its nuclear magnetic resonance spectrum. The 1-phenylnaphthalenes, 7,8 : 7 1,8 1-tetradehydropipero- cyclolignan and 3,4 : 2 1 ,3 1-bis-methylenedioxy-7,8 : 7 1, 8 1-tetradehydro-cyclolignan, which are related to tetradehydro-otobain, have been synthesised from piperonal type precursors. Attempted syntheses of tetradehydro-otobain are also reported. Terpene Section Synthetic routes to aromatic diterpenoids have been investigated which involved suitably substituted phenylcyclohexanones as precursors. 2,6,6-Trimethyl-2-phenylcyclohex-3-enone was prepared from o-hydroxydiphenyl but proved resistant to external attack on its carbonyl function. Several routes to this compound possessing a side chain suitably substituted for internal attack on the hindered ketone were also investigated.

Item Type: Thesis (PhD)
Qualification Level: Doctoral
Keywords: Organic chemistry
Date of Award: 1962
Depositing User: Enlighten Team
Unique ID: glathesis:1962-79457
Copyright: Copyright of this thesis is held by the author.
Date Deposited: 05 Mar 2020 09:31
Last Modified: 05 Mar 2020 09:31

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