Development of methodologies for symmetric and asymmetric synthesis

Doctoral Dissertation uoadl:1308664 343 Read counter

Unit:
Τομέας ΙΙ [Οργανική Χημεία – Οργανική Χημική Τεχνολογία – Χημεία Τροφίμων]
Library of the School of Science
Deposit date:
2014-01-20
Year:
2014
Author:
Λημνιός Δημήτριος
Dissertation committee:
Καθηγητής Γεώργιος Κόκοτος (επιβλέπων), Αναπλ. Καθηγήτρια Παναγιώτα Μουτεβέλη-Μηνακάκη, Επικ. Καθηγητής Δημήτριος Γεωργιάδης
Original Title:
Ανάπτυξη μεθοδολογιών ασύμμετρης και μη ασύμμετρης σύνθεσης
Languages:
Greek
Translated title:
Development of methodologies for symmetric and asymmetric synthesis
Summary:
Organocatalysis constitutes a fast moving and flourishing sector of the last
decade, which has been consolidated as one of the most important methodologies
for synthesis in Organic Chemistry. Small and metal-free organic molecules,
called organocatalysts, have found applications in a variety of asymmetric
organic reactions. The first chapter of this thesis presents an introduction to
organocatalysis, the second chapter studies on the aldol condensation of
carbonyl compounds and its importance in fragrance industry
andthethirdchapterreferstoaliteraturereportoncatalyticoxidationmethodsconcerning
olefin epoxidation, oxidation of tertiary amines/azines as well as oxidation of
organosilanes.
In this thesis, we present:
• The design and synthesis of new thioureas based on
(R-R)-diphenyethylenediamine and dipeptides along with the study of their
catalytic activity in asymmetric Michael recations.
• The development of a novel and green organocatalytic method for the
aldol condensation of various aldehydes under microwave irradiation as well as
its applicabity in the fragrance synthesis.
• The development, applications and mechanistic investigation of a novel
organocatalytic oxidation protocol. Utilizing 2,2,2-trifluoroacetophenone as
catalyst and hydrogen peroxide as oxidant, we successfully demonstrate the
epoxidation of olefins, the oxidation of tertiary amines/azines to the
corresponding N¬-oxides and, for the first time, the oxidation of organosilanes
to the corresponding silanols.
Keywords:
Organocatalysis, Thioureas, Green chemistry, Oxidation, Hydrogen peroxide
Index:
Yes
Number of index pages:
10-11,13-18,20-21
Contains images:
Yes
Number of references:
170
Number of pages:
215
File:
File access is restricted.

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