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Breaking the symmetry: creation and transfer of optical activity via total spontaneous resolution and stereoselective reactions


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Title: Breaking the symmetry: creation and transfer of optical activity via total spontaneous resolution and stereoselective reactions
Authors: Olsson, Susanne
Olsson, Susanne
E-mail: susanne.olsson@chem.gu.se
susanneol@hotmail.com
Issue Date: 28-Mar-2013
University: University of Gothenburg. Faculty of Science
Institution: Department of Chemistry and Molecular Biology ; Institutionen för kemi och molekylärbiologi
Parts of work: 1.Using Reverse Solubility to Crystallize LiCp and Li(MeCp) Susanne Olsson, Anders Lennartson, Susan Jagner and Mikael Håkansson

2. A Different Approach to Enantioselective Organic Synthesis: Absolute Asymmetric Synthesis of Organometallic Reagents Anders Lennartson, Susanne Olsson, Jonas Sundberg and Mikael Håkansson Angew. Chem., Int. Ed., 2009, 48, 3137-3140
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3. Absolute Asymmetric Synthesis of Enantiopure Organozinc Reagents, Followed by Highly Enantioselective Chlorination Susanne Olsson, Anders Lennartson and Mikael Håkansson

4. Absolute Asymmetric Synthesis: Protected Substrate Oxidation Susanne Olsson, Theonitsa Kokoli, Per Martin Björemark, Jonas Sundberg, Anders Lennartson, Christine McKenzie and Mikael Håkansson

5. Synthesis of Enantiopure Tetrahedral Complexes – Total Spontaneous Resolution and Viedma Deracemization Susanne Olsson, Theonitsa Kokoli, Per Martin Björemark, and Mikael Håkansson

6. Concomitant polymorphism: Crystallising dichloro-bis(2,4-lutidine)-zinc as both chiral and racemic phases Anders Lennartson, Susanne Olsson, Jonas Sundberg and Mikael Håkansson. Inorg. Chim. Acta, 2010, 363, 257-262
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7. Spontaneous resolution versus formation of racemic crystals of indenylpotassium complexes Susanne Olsson, Anders Lennartson and Mikael Håkansson
Date of Defence: 2013-04-19
Disputation: Fredagen den 19 april 2013, kl. 10.15, HC3, Chalmers Tekniska Högskola, Hörsalsvägen 14
Degree: Doctor of Philosophy
Publication type: Doctoral thesis
Keywords: absolute asymmetric synthesis
enantioselective reactions
chirality
spontaneous resolution
conglomerate
organometallic chemistry
coordination compounds
attritionenhanced deracemisation
polymorphism
organolithium compounds
single-crystal X-ray crystallography
Abstract: The generation of optical activity from achiral or racemic precursors – absolute asymmetric synthesis – is discussed in relation to the origin of biomolecular homochirality but is also often (incorrectly) regarded as being impossible. One approach to absolute asymmetric synthesis is the use of compounds that form chiral crystals. If the compounds are also stereochemically labile in solution, all crystals in a batch may crystallise as the same enantiomer via total spontaneous resolution. The... more
ISBN: 978-91-628-8658-5
URI: http://hdl.handle.net/2077/32316
Appears in Collections:Doctoral Theses from University of Gothenburg / Doktorsavhandlingar från Göteborgs universitet
Doctoral Theses / Doktorsavhandlingar Institutionen för kemi och molekylärbiologi

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