Filling a gap on the market, this handbook and ready reference is unique in its discussion of the usefulness of various heterocyclic systems in the synthesis of natural products. Clearly structured for easy access to the information, each chapter is devoted to a certain class of heterocycle, providing a tabular presentation of the natural products to be covered containing the particular heterocyclic ring system along with their biological profile, occurrence and most important physical properties, backed by the appropriate references. In addition, the application of the heterocyclic system to the synthesis of natural products ic covered in detail. Of great interest to organic, natural products, medicinal and biochemists, as well as those working in the pharmaceutical and agrochemical industry.
Krishna C. Majumdar is a Professor of Chemistry at the University of Kalyani in India. Having obtained his B.Sc and M. Sc. From the University of Calcutta, and Ph. D. from the University of Idaho (USA), he spent five yearsas a post-doctoral fellow at the University of Idaho and Alberta before taking up faculty position at the University of Kalyani. His research interests centre around the synthesis of bioactive heterocycles. His recent interests include the synthesis of liquid crystalline compounds. Professor Majumdar has authored over 330 publications including numerous reviews, book chapters etc and is a recipient of the Chemical Research Society of India medal and Indian Chemical Society award. He is a fellow of the West Bengal Academy of Science and Technology. Shital K. Chattopadhyay is a Professor of Chemistry in the University of Kalyani, India. He obtained his Ph. D. degree from the University of Kalyani (Professor K. C. Majumdar) and then carried out his post-doctoral works in the University of East Anglia (Professor A. McKillop), U.K., Nottingham University (Professor G. Pattenden), U.K., Umea University (Professor T. Frejd), Sweden and Indian Institute of Science, Bangalore (Professor G. Mehta), India, working on total synthesis of complex heterocyclic natural products for nearly six years. His research interests surround on asymmetric synthesis of heterocyclic natural products of biological interest. He is recipient of the European Union research bursuary and Royal Society (U. K.) visiting fellowship. He has co-authored nearly seventy publications and has published one review article.
Preface PART I: Strained Heterocycles in the Synthesis of Natural Products AZIRIDINES IN NATURAL PRODUCT SYNTHESIS Introduction Synthesis of Natural Products Containing Aziridine Units Synthesis of Natural Products Involving the Transformation of an Aziridine Moiety Conclusions AZETIDIINE AND ITS DERIVATIVES Introduction Structural Description of Azetidines Synthetic Methodologies for the Formation of Azetidine Rings Synthesis of Mugineic Acids Synthesis of Penaresidins Structural Description of Azetidin-2-ones Synthetic Methodologies for the Formation of Azetidin-2-ones Synthesis of Penicillin Synthesis of Cephalosporin Conclusion EPOXIDES AND OXETANES Introduction Epoxides in Natural Product Synthesis Oxetane in Natural Product Synthesis Conclusion PART II: Common Ring Heterocycles in Natural Product Synthesis FURAN AND ITS DERIVATIVES Introduction Natural Products Containing the Furan Ring Furan Derivatives as Reagents in the Synthesis of Natural Products Summary PYRAN AND ITS DERIVATIVES Introduction Application of Pyran Moieties in the Synthesis of Natural Products Conclusion PYRROLE AND ITS DERIVATIVES Introduction Synthesis of Pyrrole Natural Products Synthesis of Non-pyrrole Natural Products from Pyrrole Derivatives Conclusion INDOLES AND INDOLIZIDINES Introduction Applications of Indoles and Indolizidines in the Synthesis of Natural Products Conclusion PYRIDINE AND ITS DERIVATIVES Introduction Application of the Pyridine Moiety in the Synthesis of Natural Products Conclusion QUINOLINES AND ISOQUINOLINES Introduction Application of Quinolines and Isoquinolines in the Synthesis of Natural Products Conclusion CARBAZOLES AND ACRIDINES Introduction to Carbazoles Total Synthesis of Carbazole Alkaloids Introduction to Acridines Synthesis of Acridines and Acridones THIOPHENE AND OTHER SULFUR HETEROCYCLES Introduction Synthesis of Natural Products Containing Thiophene Synthesis of Natural Products Containing Other Sulfur Heterocycles Conclusion OXAZOLE AND ITS DERIVATIVES Introduction Mono-Oxazoles Unconnected Bis- and Tris-Oxazoles Cyclic Polyheterocyclic Metabolites Containing Single Oxazole Residues Conjugated Bis-Oxazoles Tris- and Poly-Oxazoles THIAZOLINE AND THIAZOLE AND THEIR DERIVATIVES Introduction General Methods for the Synthesis of Thiazoline and Thiazole Derivatives Thiazole and Thiazoline-Containing Natural Products Conclusions PYRIMIDINE AND IMIDAZOLE General Introduction Pyrimidine-Based Natural Products Imidazole-Based Natural Products Conclusion PART III: Natural Products Containing Medium and Large Ring-Sized Heterocyclic Systems OXEPINES AND AZEPINES Introduction Synthesis of the Heterocyclic Core of Selected Natural Products Containing Oxepines Synthesis of the Heterocyclic Core of Selected Natural Products Containing Azepines Synthesis of the Heterocyclic Core of Selected Natural Products Containing Oxazapines Conclusion BIOACTIVE MACROCYCLIC NATURAL PRODUCTS General Natural Products Containing Azoles Pyridine- and Piperidine-Containing Natural Products Indole- and Imidazole-Containing Natural Products Pyran- and Furan-Containing Natural Products Piperazic Acid-Containing Natural Products Mixed Heterocyclic Systems Conclusions