Studies in Natural Products Chemistry, Volume 8 Stereoselective Synthesis Part E

About this book

The vast diversity of structures encountered among natural products is a constant challenge to the ingenuity of the organic chemist. The present volume is the eighth in the series, and the fifth devoted to stereoselective synthesis. The contributions in the book cover synthetic approaches to target molecules having adjacent quaternary carbon centers, applications of titanium-induced coupling reactions in the synthesis of diterpenes, synthesis of phosphopolyprenols, the use of anodic oxidation of phenols in the synthesis of natural products, synthesis of terpenes, bisabolones and gibberellins, applications of asymmetric Diels-Alder reactions, synthetic approaches to macrocycles, chemistry of tricarbonyl compounds and cycloisomerisations as well as sequential Michael additions in natural product synthesis. Synthetic approaches to indole alkaloids, thio-oligosaccharides, norepinephrine derivatives, carcinogenic adducts of DNA and thymosins are presented. The stereochemistry and mechanism of methylmuconate pathways are also described. The articles are written by eminent scientists and will be of interest to all researchers dealing with natural products.

Contents

Original synthesis of molecules containing adjacent quaternary carbons (A. Krief et al.). Cembrane diterpene synthesis using titanium-induced carbonyl coupling reactions (J.E. McMurry, R.G. Dushin). Terpene synthesis (E. Wenkert). Synthesis, relative and absolute configuration of some natural bisabolones (W. Kreiser). Phosphopolyprenols and their glycosyl esters: chemical synthesis and biochemical application (L.L. Danilov, V.N. Shibaev). New aspects in synthesis of gibberellins (G. Adam et al.). Cyclopentanoid natural products via asymmetric Diels-Alder reactions (G. Helmchen et al.). Total synthesis of natural products by using anodic oxidation of phenols as a key step (Y. Shizuri et al.). Natural products syntheses by using macrocyclically controlled reactions (T. Takahashi). Heteroatom mediated synthesis of large ring compounds (E. Vedejs). Occurrence and synthesis of macrocyclic semiochemicals (E. Czyzewska, A.C. Oehlschlager). Application of the chemistry of vicinal tricarbonyl compounds in the synthesis of products of biological interest (H.H. Wasserman, C.B. Vu). Cycloisomerization of enynes as a valuable tool for the synthesis of natural products (B.M. Trost). Synthetic studies in the alkaloid field (F. Soti et al.). The methylmuconate pathways, stereochemistry and mechanism of enzymic reactions (G.W. Kirby, R.B. Cain). Thio-oligosaccharides: their synthesis and reactions with enzymes (J. Defaye, J. Gelas). A metal-free thermal glycosylation and synthetic study of cyclo-L-rhamnohexaose, the first L-cyclooligosaccharide (N. Nishizawa). Synthesis and chemistry of carcinogenic adducts of DNA (F. Johnson). Novel conformationally restricted analogs of norepinephrine: synthesis and structure activity (F.Z. Basha). Sequential Michael additions in the synthesis of natural products (D. Spitzner). Strategies for the total syntheses of thymosins (W. Voelter, A. Kapurniotu). Asymmetric synthesis via chiral organoboranes - an unexpected bonus from a half-century of borane research (H.C. Brown). Subject Index.

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