By Thilo J. Heckrodt, Johann Mulzer (auth.), Johann Mulzer (eds.)
T.J. Heckrodt and J.H. Mulzer: Marine average items from Pseudopterogorgia Elisabethae: buildings, Biosynthesis, Pharmacology and overall Synthesis .-
M. Kalesse: Vinylogous Aldol Reactions and their functions within the Syntheses of common items .-
U. Beifuss and M. Tietze: Methanophenazine and different traditional Biologically lively Phenazines .-
H.-J. Knoelker: prevalence, organic task, and Convergent Organometallic Synthesis of Carbazole Alkaloids .-
U. Nubbemeyer: cost speeded up Aza-Claisen Rearrangements .-
P. Metz: man made experiences at the Pamamycin Macrodiolides
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Additional info for Natural Products Synthesis II: Targets, Methods, Concepts
Example text
6 Enolate Activation . . . . . . . . . . . . Ti-BINOL Catalysis . . . . . . . . . . . Tol-BINAP Catalysis . . . . . . . . . . . Applications in Total Synthesis . . . . . . . . Aldolization Using Nonracemic Chiral Fluoride Sources . g-Substituted Vinylogous Ketene Acetals in Aldol Reactions SiCl4-Based Catalysis . . . . . . . . . . . . . . 4 Aldehyde Activation . . . . . . . . . . . .
Moreover, a rather uncommon annulation reaction, namely the [5+2] cycloaddition, proved an elegant approach to the elisapterane skeleton. Overall, this exciting new family of marine natural products leaves plenty of room for future synthetic efforts, especially when the as yet unexplored biosyntheses of these compounds will be more and more uncovered. ) and the Fonds zur Förderung der wissenschaftlichen Forschung (Austrian Science Foundation). Thanks are also due to Dr. Martin Green for proofreading of the manuscript.
The thermal IMDA cyclization furnished the endo adduct 165, but in contrast to Nicolaou’s synthesis, the Marine Natural Products from Pseudopterogorgia elisabethae 37 Scheme 25 Toward colombiasin A (36) attack of the diene occurred from the bottom face (see 164), which is due to the wrong configuration at C6 (Scheme 25). In a rather elegant approach towards colombiasin A (36) Flynn et al. [47] would access the tetracyclic carbon skeleton through an enantioselective intermolecular Diels–Alder sulfoxide elimination–intramolecular Diels–Alder (DA-E–IMDA) sequence between double-diene 166 and quinone 167 (Scheme 26).