Studies in Natural Products Chemistry: Stereoselective Synthesis (Part K)In Volume 18 of this well-established series, Professor Atta-ur-Rahman again brings together the work of several of the world's leading authorities in organic chemistry. Their contributions demonstrate the rapid, ongoing development of this field by illustrating many of the latest advances in synthetic methods, total synthesis, structure determination, biosynthetic pathways, and biological activity.The opening chapter presents an overview of strategies for the synthesis of several classes of natural products with an emphasis on complex polycyclic systems. Subsequent chapters discuss the synthesis of specific classes of compounds, including morphine, polyketides, acetogenins, nonactic acid derivatives, complex spirocyclic ethers, ä-lactam and pyridone derivatives, inositol phosphates, sphingolipids, brassinosteroids, Hernandia lignans, and dimeric steroidal pyrazine alkaloids. Finally, the ever stronger links between chemistry and biology are reinforced by chapters on the origin and function of secondary metabolites, bioactive conformations of gastrin hormones, and immunochemistry. |
Contents
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Chapter 3 New Developments in the Synthesis of Polyketides and of Chiral Methyl Groups | 155 |
A New Class of Bioactive Polyketides | 193 |
Chapter 5 The Synthesis of Nonactic Acid Its Derivatives and Nonactin itself | 229 |
Chapter 6 Total Synthesis of Bioactive Natural Spiroethers Tautomycin and Oscillatoxin D | 269 |
Chapter 7 AzaAnnulation of Enamine Related Substrates with αβUnsaturated Carboxylate Derivatives as a Route to the Selective Synthesis of δLacta... | 315 |
Chapter 8 Selective Reactions and Total Synthesis of Inositol Phosphates | 391 |
Chapter 9 Synthesis of Phytosphingolipids | 457 |
Chapter 13 Bioactive Gymnemic Acids and Congeners from Gymnema sylvestre | 649 |
Chapter 14 Theory of the Origin Function and Evolution Secondary Metabolites | 677 |
Chapter 15 The Celastraceae from Latin America Chemistry and Biological Activity | 739 |
Chapter 16 Structural Chemistry of Glycolipids from Fungi and Protozoa | 785 |
Chapter 17 Potential Bioactive Conformations of Hormones of the Gastrin Family | 819 |
The Dimeric SteroidPyrazine Marine Alkaloids | 875 |
Chapter 19 Human IgGl HingeFragment as a Core Structure for Immunogens | 907 |
A Comprehensive Review | 971 |
Chapter 10 New Developments in Brassinosteroid Research | 495 |
Chapter 11 Structure Elucidation and Synthesis of the Lignans from the Seeds of Hernandia ovigera L | 551 |
Chapter 12 Studies on the Absolute Configuration of Some Liverwort Sesquiterpenoids | 607 |
Common terms and phrases
absolute configuration acetate acetogenins Acta activity afforded alcohol aldehyde alkaloids antigen aza-annulation Benzene benzyl bilayer Biol biological BOAc brassinosteroids carbon carbonyl cell cephalostatin Chem chemical Chemistry chiral chloride Christophersen chromatography CO2Me compound conformational conjugate cyclization deprotection derivatives dimer diol enamine enolate epoxide ester Et3N ether EtOH formation function gastrin gave glycosphingolipids gymnemic acids hormone hydrogenation hydrolysis hydroxy hydroxyl hydroxyl group inositol interaction intermediate intramolecular isolated isomer ketone lactone lignans lipid MCPBA MeO MeO MeOH methoxy methyl methylene mixture moiety molecular molecule Moroder morphine natural products nonactate obtained OCH3 OH OH oxidation peptide Phytochemistry protein protons pyridine reaction reagent receptor reduction Reflux regioselective ring ritterazine Scheme secondary metabolites sequence silyl singlet species spectra spectrum spiroketal steps stereochemistry Stereoselective structure studies substituent substrates synthetic Tetrahedron Lett total synthesis trans yield