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Identifier	000443493
Title	Α) Σύνθεση α-υποκατεστημένων-α-χλωρο-β-κετο εστέρων και 1,3-δικετονών με Oxone®/AlCl3 σε υδατικό περιβάλλον Β) Στερεοεκλεκτικές βιοαναγωγές α-υποκατεστημένων-αχλωρο-β-κετο εστέρων από NADPH-εξαρτώμενες κετορεδουκτάσες
Alternative Title	A) Synthesis of α-substituted, α-chloro-β-keto esters and 1,3 diketones by Oxone®/AlCl3 in aqueous media B) Stereoselective reduction of α-substituted-α-chloro-β-keto ester, catalysed by NADPH- dependent ketoreductases
Author	Κατσουλάκης, Νικόλαος Ι.
Thesis advisor	Σμόνου, Ιουλία
Reviewer	Παυλίδης, Ιωάννης Στρατάκης, Εμμανουήλ
Abstract	The subject of the present thesis is the study of a new synthetic method for achlorination of α-substituted-β-keto esters and 2-substituted-1,3-diketones with an oxidative system of Oxone/AlCl3 in aqueous media and the study of stereoselective enzymatic reduction of α-substituted-α-chloro-β-keto esters, compounds that constitute chiral intermediates and building blocks for the synthesis of pharmaceutical products. In the first part, the study of a new synthetic chlorination method of 11 α-substitutedβ-keto esters and 2-substituted-1,3-diketones with the system of Oxone/AlCl3 in aqueous media and under mild conditions is presented. The a-chloro dicarbonyl compounds have attracted the attention in recent years due to their applications in pharmacy and materials science. In the second part, the stereoselective bioreduction of α-substituted-α-chloro-β-keto esters using various isolated NADPH-dependent ketoreductases for the synthesis of optically pure α-substituted-α-chloro-β-hydroxy esters is presented. Most of the enzymes which were screened showed excellent activity and pretty good stereoselectivity.
Language	Greek
Subject	2- υποκατεστημένες-2-χλωρο-1
	2-substituted-2-chloro-1
	3 δικετόνες
	3- diketones
	Chiral intermediates
	Ketoreductases
	Stereoselective reduction
	Κετορεδουκτάσες
	Στερεοεκλεκτική αναγωγή
	Χειρόμορφα ενδιάμεσα
	α-chlorination
	α-substituted-α-chloro-β-hydroxy esters
	α-υποκατεστημένοι-α-χλωρο-β-υδροξυ εστέρες
	α-χλωρίωση
Issue date	2021-11-24
Collection	School/Department--School of Sciences and Engineering--Department of Chemistry--Post-graduate theses
	Type of Work--Post-graduate theses
Permanent Link	https://elocus.lib.uoc.gr//dlib/8/d/d/metadata-dlib-1636537397-882353-27178.tkl
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