Boron catalysis in Organic Chemistry PDF
Preview Boron catalysis in Organic Chemistry
Delft University of Technology Boron catalysis in Organic Chemistry Mueller, Tobias DOI 10.4233/uuid:be20a738-9cd9-424f-ae39-611f0dca8010 Publication date 2016 Document Version Final published version Citation (APA) Mueller, T. (2016). Boron catalysis in Organic Chemistry. https://doi.org/10.4233/uuid:be20a738-9cd9-424f- ae39-611f0dca8010 Important note To cite this publication, please use the final published version (if applicable). Please check the document version above. Copyright Other than for strictly personal use, it is not permitted to download, forward or distribute the text or part of it, without the consent of the author(s) and/or copyright holder(s), unless the work is under an open content license such as Creative Commons. Takedown policy Please contact us and provide details if you believe this document breaches copyrights. We will remove access to the work immediately and investigate your claim. This work is downloaded from Delft University of Technology. For technical reasons the number of authors shown on this cover page is limited to a maximum of 10. Boron catalysis in Organic Chemistry Tobias Müller Cover design by Tobias Müller and Bogdan Kalušević. Boron catalysis in Organic Chemistry Proefschrift ter verkrijging van de graad van doctor aan de Technische Universiteit Delft, op gezag van de Rector Magnificus prof. ir. K. C. A. M. Luyben, voorzitter van het College voor Promoties, in het openbaar te verdedigen op vrijdag 17 juni 2016 om 10.00 uur door Tobias MÜLLER Diplom Chemiker, Universität Ulm, Duitsland, geboren te Ulm, Duitsland Dit proefschrift is goedgekeurd door de promotoren: Prof. dr. I. W. C. E Arends en Prof. dr. U. Hanefeld Samenstelling promotiecommissie: Rector Magnificus voorzitter Prof. dr. I. W. C. E. Arends Technische Universiteit Delft, promotor Prof. dr. U. Hanefeld Technische Universiteit Delft, promotor Onafhankelijke leden: Prof. dr. E. J. R. Sudhölter Technische Universiteit Delft Prof. dr. G. A. van der Marel Universiteit Leiden Prof. dr. J. Schatz Friedrich Alexander Universität Erlangen dr. J. van Haveren Universiteit Wageningen Prof. dr. ir H. van Bekkum Technische Universiteit Delft, reservelid Ander lid: dr. K. Djanashvili Technische Universiteit Delft This research has been performed within the framework of the CatchBio program. The support of the Smart Mix Program of the Netherlands Ministry of Economic Affairs and the Netherlands Ministry of Education, Culture and Science is gratefully acknowledged. ISBN: 978-94-6186-666-0 Copyright (cid:211) 2016 by Tobias Müller All rights reserved. No part of the material protected by this copyright notice may be reproduced or utilized in any form or by any other means, electronic or mechanical, including photocopying, recording or by any information storage and retrieval system, without written permission from the author. Printed in the Netherlands “We cannot change the cards we are dealt, just how we play the hand” Randy Pausch, The Last Lecture (18 September 2007) To my German and Serbian family Für meine Deutsche und Serbische Familie Mojoj nemačkoj i srpskoj porodici VI CONTENTS Chapter 1 Introduction 1 Chapter 2 Synthesis of tetrahedral boron salts as potential 21 catalysts Chapter 3 Boron catalyzed reactions 41 Chapter 4 Aldol reactions mediated by a tetrahedral boronate 65 Chapter 5 Tetrahedral boronates as basic catalysts 87 in the aldol reaction Chapter 6 Summary 113 Contents List of publications 121 Acknowledgements 123 Curriculum Vitae 127 VIII Introduction 1
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