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Identifier 000352216
Title Βιομιμητική συνθετική προσέγγιση των φυσικών προϊόντων Cordioquinones, Acremines και Microphyllones
Alternative Title Biomimetic synthetic approach of the natural products cordiaquinones, acremines ans microphyllones
Author Αρκούδης, Ηλίας Δημητρίου
Thesis advisor Στρατάκης, Εμμανουήλ
Abstract In the present Ph. D. Thesis, the biomimetic synthesis of the natural products cordiaquinones B, C, J & K, acremines C & G and allomicrophyllone is presented. In addition, a cationic pathway was evaluated for the synthesis of the [6,6,5] carbocylic skeleton of przewalskin B. The “key” reaction for the synthesis of cordiaquinones C, J & K was a selective monocyclization of an epoxy polyene terpenoid by confinement within the cavities of zeolite NaY. For cordiaquinone B, the Lewis acid-catalyzed cyclization of a benzoquinone epoxide was used. Finally, a highly stereoselective and regioselective Diels-Alder reaction between an aryl diene and an alkenyl quinone was used as a key-step for the biomimetic synthesis of acremine G and allomicrophyllone.
Language Greek
Subject Diels-Alder reaction
Lewis acid
biomimetic synthesis
cyclization
epoxy terpenes
natural products
selectivity
zeolite NaY
αντίδραση Diels-Alder
βιομιμητική σύνθεση
εκλεκτικότητα
εποξυ τερπένια
ζεόλιθος NaY
κυκλοποίηση
οξύ Lewis
φυσικά προϊόντα
Issue date 2009-11-10
Collection   School/Department--School of Sciences and Engineering--Department of Chemistry--Doctoral theses
  Type of Work--Doctoral theses
Permanent Link https://elocus.lib.uoc.gr//dlib/3/a/2/metadata-dlib-cc32f7cf48b0e1290dfa40e6d7c7357a_1261469941.tkl Bookmark and Share
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