Biomimetic Organic Synthesis. 2 Volume Set

  • ID: 2179987
  • Book
  • 1024 Pages
  • John Wiley and Sons Ltd
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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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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

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"The volumes will be widely acclaimed as an important, meticulously researched and engagingly presented

contribution 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)

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