Spiro Compounds

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SPIRO COMPOUNDS
A comprehensive treatment of the latest research in, and applications of, spiro compounds Spiro Compounds: Synthesis and Applications
Spiro Compounds

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Spiro Compounds

Synthesis and Applications

Edited by

Ramon Rios Torres

University of Southampton

Southampton, United Kingdom

This edition first published 2022 2022 John Wiley Sons Inc All rights - фото 1

This edition first published 2022

© 2022 John Wiley & Sons, Inc.

All rights reserved. No part of this publication may be reproduced, stored in a retrieval system, or transmitted, in any form or by any means, electronic, mechanical, photocopying, recording or otherwise, except as permitted by law. Advice on how to obtain permission to reuse material from this title is available at http://www.wiley.com/go/permissions.

The right of Ramon Rios Torres to be identified as the author of the editorial material in this work has been asserted in accordance with law.

Registered Office John Wiley & Sons, Inc., 111 River Street, Hoboken, NJ 07030, USA

Editorial Office 111 River Street, Hoboken, NJ 07030, USA

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Limit of Liability/Disclaimer of Warranty

In view of ongoing research, equipment modifications, changes in governmental regulations, and the constant flow of information relating to the use of experimental reagents, equipment, and devices, the reader is urged to review and evaluate the information provided in the package insert or instructions for each chemical, piece of equipment, reagent, or device for, among other things, any changes in the instructions or indication of usage and for added warnings and precautions. While the publisher and authors have used their best efforts in preparing this work, they make no representations or warranties with respect to the accuracy or completeness of the contents of this work and specifically disclaim all warranties, including without limitation any implied warranties of merchantability or fitness for a particular purpose. No warranty may be created or extended by sales representatives, written sales materials or promotional statements for this work. The fact that an organization, website, or product is referred to in this work as a citation and/or potential source of further information does not mean that the publisher and authors endorse the information or services the organization, website, or product may provide or recommendations it may make. This work is sold with the understanding that the publisher is not engaged in rendering professional services. The advice and strategies contained herein may not be suitable for your situation. You should consult with a specialist where appropriate. Further, readers should be aware that websites listed in this work may have changed or disappeared between when this work was written and when it is read. Neither the publisher nor authors shall be liable for any loss of profit or any other commercial damages, including but not limited to special, incidental, consequential, or other damages.

Library of Congress Cataloging-in-Publication Data

Names: Riós Torres, Ramón, author.

Title: Spiro compounds : synthesis and applications / Ramon Rios Torres, University of Southampton, Southhampton, United Kingdom.

Description: First edition. | Hoboken, NJ : Wiley, 2022. | Includes index.

Identifiers: LCCN 2021031988 (print) | LCCN 2021031989 (ebook) | ISBN 9781119567639 (hardback) | ISBN 9781119567622 (adobe pdf) | ISBN 9781119567653 (epub)

Subjects: LCSH: Organic compounds–Structure.

Classification: LCC QD255.4 .R56 2022 (print) | LCC QD255.4 (ebook) | DDC 547/.5–dc23

LC record available at https://lccn.loc.gov/2021031988LC ebook record available at https://lccn.loc.gov/2021031989

Cover Design: Wiley

Cover Image: © Connect world/Shutterstock

List of Contributors

Vikas R. AswarDepartment of Chemistry, Indian Institute of Technology Bombay, Mumbai, India

Lu BaiKey Laboratory of Synthetic and Natural Functional Molecule of the Ministry of Education, College of Chemistry & Materials Science, Northwest University, Xi’an, China

Matthias BaudSchool of Chemistry and Institute for Life Sciences, University of Southampton, Southampton, UK

Hak‐Fun ChowDepartment of Chemistry, Institute of Molecular Functional Materials and The Center of Novel Functional Molecules, The Chinese University of Hong Kong, Shatin, Hong Kong

Xavier CompanyóDepartment of Chemical Sciences, University of Padova, Padova, PD, Italy

Xiao‐Yuan CuiSchool of Chemistry and Molecular Engineering, East China Normal University, Shanghai, China

Luca Dell’AmicoDepartment of Chemical Sciences, University of Padova, Padova, PD, Italy

Sambasivarao KothaDepartment of Chemistry, Indian Institute of Technology Bombay, Mumbai, India

Dietmar KuckDepartment of Chemistry and Center for Molecular Materials (CM2), Bielefeld University, Bielefeld, Germany

Jingjing LiuKey Laboratory of Synthetic and Natural Functional Molecule of the Ministry of Education, College of Chemistry & Materials Science, Northwest University, Xi’an, China

Xinjun LuanKey Laboratory of Synthetic and Natural Functional Molecule of the Ministry of Education, College of Chemistry & Materials Science, Northwest University, Xi’an, China

Marta MeazzaSchool of Chemistry, University of Southampton, Southampton, UK

Albert MoyanoSecció de Química Orgànica, Departament de Química Inorgànica i Orgànica, Facultat de Química, Universitat de Barcelona, Barcelona, Catalonia, Spain

Suva PariaDepartment of Chemical Sciences, University of Padova, Padova, PD, Italy

Ramon RiosDepartment of Organic Chemistry, University of Southampton, Southampton, UK

Yellaiah TangellaDepartment of Chemistry, Indian Institute of Technology Bombay, Mumbai, India

Alberto Vega‐PeñalozaDepartment of Chemical Sciences, University of Padova, Padova, PD, Italy

Jan VeselýDepartment of Organic Chemistry, Faculty of Science, Charles University, Prague, Czech Republic

Michal UrbanDepartment of Organic Chemistry, Faculty of Science, Charles University, Prague, Czech Republic

Peng‐Wei XuSchool of Chemistry and Molecular Engineering, East China Normal University, Shanghai, China

Jin‐Sheng YuSchool of Chemistry and Molecular Engineering, East China Normal University, Shanghai, China

Jian ZhouSchool of Chemistry and Molecular Engineering, East China Normal University, Shanghai, China

Preface

When I was a kid, I dreamt to be an engineer and build planes, cars, etc. However, in high school, I felt in love with Organic Chemistry. I changed my dreams of building things for how to assemble C, H, N, and other atoms to form molecules. I was always astonished of the inherent difficulty of organicstructures, not only for their diversity and ordered assembly but also for their 3D shape. With time, I enjoyed learning Organic Chemistry: starting from my bachelor in organic chemistry, followed by a PhD in organometallic chemistry, and several postdocs in organometallic chemistry and organocatalysis. Later on, as academic, I have always tried to develop new reactions that can allow to obtain difficult structures in an enantiopure form. However, one of the greatest challenges that I faced has been the synthesis of spiro compounds. My own way to be interested in the synthesis of spiro compounds first started in the synthesis of quaternary carbons in an enantiopure fashion. Precisely, while studying how to synthesize quaternary carbons, I developed an interest in spiro compounds, how difficult it will be to join two cycles by a single atom, and do it enantioselectively. In my research group, we have been lucky enough to develop several reactions that led to spiro compounds in an enantiopure form (or almost enantiopure), but I still remember the first time that we got a spiro compound in an enantiopure form as an incredible feeling of achievement. Now, several years later, I decided to honor this type of compounds by editing a book, summarizing the achievements that Organic Chemists have been done in the last decades.

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