Signposts to Chiral Drugs Organic Synthesis in Action
Highlighting 15 selected chiral structures, which represent candidate or marketed drugs, and their chemical syntheses, the authors acquaint the reader with the fascinating achievements of synthetic and medicinal chemistry.The book starts with an introduct
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Vitomir Sˇunjic´
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Michael J. Parnham
Signposts to Chiral Drugs Organic Synthesis in Action
Prof. Dr. Vitomir Sˇunjic´ University of Zagreb Faculty of Natural Sciences and Mathematics Department of Organic Chemistry Horvatovac 102A HR-10000 Zagreb Croatia [email protected]
Prof. Dr. Michael J. Parnham Research and Clinical Immunology Departments University Hospital for Infectious Diseases “Dr. Fran Mihaljevic” Mirogojska cesta 8 HR-10000 Zagreb, Croatia [email protected]
ISBN 978-3-0348-0124-9 e-ISBN 978-3-0348-0125-6 DOI 10.1007/978-3-0348-0125-6 Library of Congress Control Number: 2011928235 # Springer Basel AG 2011 This work is subject to copyright. All rights are reserved, whether the whole or part of the material is concerned, specifically the rights of translation, reprinting, re-use of illustrations, recitation, broadcasting, reproduction on microfilms or in other ways, and storage in data banks. For any kind of use, permission of the copyright owner must be obtained. The use of general descriptive names, registered names, trademarks, etc. in this publication does not imply, even in the absence of a specific statement, that such names are exempt from the relevant protective laws and regulations and therefore free for general use. Product liability: The publishers cannot guarantee the accuracy of any information about dosage and application contained in this book. In every individual case the user must check such information by consulting the relevant literature. Cover design: eStudio Calamar, Berlin/Figueres Printed on acid-free paper Springer Basel AG is part of Springer Science þ Business Media (www.springer.com)
Preface
Describing the intrinsic attraction of basic research in organic synthesis, Elias J. Corey, Nobel Laureate in 1990, wrote in 1988: “The appeal of a problem in synthesis and its attractiveness can be expected to reach a level out of all proportion to practical considerations, whenever it presents a clear challenge to the creativity, originality and imagination of the expert in synthesis” [1]. A few years earlier, Vladimir Prelog, Nobel Laureate in 1975, had expressed a similar opinion in his typical laconic way: “Any problem of organic chemistry is a scientific challenge if observed by scientific eyes” (According to notes made by V. Sˇunjic´ after a conversation at the Burgenstock Conference on Stereochemistry, 1972). Creativity and scientific challenge in synthetic organic chemistry, in particular, because of its frequent broad application, are repeatedly recognized by many others, organic and other chemists and even scientists from the other disciplines. During 25 years of teaching an undergraduate course on “Synthetic Methods in Organic Chemistry” and a graduate (Ph.D.) course on “Stereoselective (previously asymmetric) Synthesis and Catalysis in Organic Chemistry”, at the Faculty of Natural Sciences and Mathematics, University of Zagreb, one of us (VSˇ) encountered an interesting phenomenon. The undergraduate course, mostly based on retrosynthetic analys
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