Biomimetic Organic Synthesis, 2 Volume Set
In this exciting 2 volume set, the approach and methodology of bio-inspired synthesis of complex natural products is laid out, backed by abundant practical examples from the authors' own work as well as from the published literature. Volume 1 describes the biomimetic synthesis of alkaloids. Volume 2 covers terpenes, polyketides, and polyphenols. A discussion of the current challenges and frontiers in biomimetic synthesis concludes this comprehensive handbook. Key features: Biomimetic Strategies have become an every-day tool not only for chemists but also for biologists. The synthetic applications are overwhelming, making this comprehensive 2 volume work a must-have for everyone working in the field. Unifying both synthetic and biosynthetic aspects, this book covers everything from organocatalysis and natural product synthesis to synthetic biology and even green chemistry.
VOLUME 1 PART I BIOMIMETIC TOTAL SYNTHESIS OF ALKALOIDS Biomimetic Synthesis of Ornithine/Arginine and Lysine-Derived Alkaloids: Selected Examples Biomimetic Synthesis of Alkaloids Derived from Tyrosine: The Case of FR-901483 and TAN-1251 Compounds Biomimetic Synthesis of Alkaloids Derived from Tryptophan: Indolemonoterpene Alkaloids Biomimetic Synthesis of Alkaloids Derived from Tryptophan: Dioxopiperazine Alkaloids Biomimetic Synthesis of Alkaloids with a Modified Indole Nucleus Biomimetic Synthesis of Manzamine Alkaloids Biomimetic Synthesis of Marine Pyrrole-2-Aminoimidazole and Guanidinium Alkaloids Biomimetic Syntheses of Alkaloids with a Non-Amino Acid Origin Biomimetic Synthesis of Azole- and Aryl-Peptide Alkaloids Biomimetic Synthesis of Indole-Oxidized and Complex Peptide Alkaloids VOLUME 2 PART II BIOMIMETIC SYNTHESIS OF TERPENOIDS AND POLYPRENYLATED NATURAL COMPOUNDS Biomimetic Rearrangements of Complex Terpenoids Polyprenylated Phloroglucinols and Xanthones PART III BIOMIMETIC SYNTHESIS OF POLYKETIDES Polyketide Assembly Mimics and Biomimetic Access to Aromatic Rings Biomimetic Synthesis of Non-Aromatic Polycyclic Polyketides Biomimetic Synthesis of Polyether Natural Products via Polyepoxide Opening Biomimetic Electrocyclization Reactions toward Polyketide-Derived Natural Products PART IV BIOMIMETIC SYNTHESIS OF POLYPHENOLS Biomimetic Synthesis and Related Reactions of Ellagitannins Biomimetic Synthesis of Lignans Synthetic Approaches to the Resveratrol-Based Family of Oligomeric Natural Products Sequential Reactions Initiated by Oxidative Dearomatization. Biomimicry or Artifact? PART V FRONTIERS IN BIOMIMETIC CHEMISTRY: FROM BIOLOGICAL TO BIO-INSPIRED PROCESSES The Diels?Alderase Never Ending Story Bio-Inspired Transfer Hydrogenations Life?s Single Chirality: Origin of Symmetry Breaking in Biomolecules PART VI CONCLUSION: FROM NATURAL FACTS TO CHEMICAL FICTIONS Artifacts and Natural Substances Formed Spontaneously
"The volumes will be widely acclaimed as an important, meticulously researched and engagingly presentedcontribution unrivalled in comprehensiveness and quality . . . A single most thoroughly self-consistent and comprehensively inspiring work that will ensure the continued development in an exciting field." (Current Engineering Practice, 2011)
Erwan Poupon is a pharmacist, he obtained his PhD in organic chemistry under the supervision of Dr. Nicole Kunesch and Prof. Henri-Philippe Husson in 2000 at Paris-Descartes University. He was subsequently a post-doctoral fellow at the University of California at San Diego working with Prof. Emmanuel Theodorakis. He then joined the faculty at the School of Pharmacy of Paris-Sud University where he is now Professor of pharmacognosy and natural product chemistry. His fields of interest relate to the chemistry of natural products, including biomimetic synthesis and chemical biology. Bastien Nay obtained his diploma of Pharmacy in 1998 and his PhD in organic chemistry in 2000 under the guidance of Prof. Joseph Vercauteren at the School of Pharmacy of Bordeaux, France. He then joined Prof. J. Stephen Clark's group as a post-doctoral fellow at the University of Nottingham, UK. In 2003 he was appointed research scientist at the CNRS, now working and teaching at the National Museum of Natural History in Paris, where he is managing the natural product chemistry team. His research interests non only concern the synthetic strategies towards natural products, but also their origin and raion d'etre.
Biomimetic organic synthesis transposes the efficiency of nature's chemistry into the laboratory. Natural products (also known as secondary metabolites) are among the best examples of how nature can assemble atoms into highly complex structures. Therefore, biomimetic total syntheses of natural products (in which biosynthesis considerations guide the synthetic strategy) constitute the major focus of this book, with emphasis on the developments of the last 10 to 15 years. Important key definitions and general concepts are described in a tutorial way and additional chapters develop some frontier fields that may benefit to or from biomimetic synthesis. The book has been organized according to the main biosynthetic pathways: Volume 1: alkaloids derived from ornithine, arginine, lysine, tyrosine, tryptophane; manzamine alkaloids; pyrrole-2-aminoimidazole and guanidinium alkaloids; peptide alkaloids; alkaloids with a non-amino acid origin. Volume 2: Terpenoids and polyprenylated compounds; polyketides: aromatic, non aromatic, polyethers, electrocyclization pathways, lignans, resveratrol-derived and tannin polyphenols; frontiers in biomimetic organic synthesis: Diels-Alderases, transfer hydrogenations, life's single chirality, artifacts in natural product chemistry. This two-volume book is made up of 24 contributions from 33 authors. Graduate students, teachers and researchers in the fields of organic and bio-organic chemistry, who enjoy total syntheses, synthetic strategies and biosyntheses, will be the happy users of this book.
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