59499-27-3Relevant articles and documents
Total Synthesis of Salimabromide: A Tetracyclic Polyketide from a Marine Myxobacterium
Schmid, Matthias,Grossmann, Adriana S.,Wurst, Klaus,Magauer, Thomas
supporting information, p. 8444 - 8447 (2018/07/09)
Salimabromide is an antibiotic polyketide that was previously isolated from the obligate marine myxobacterium Enhygromyxa salina, and its densely functionalized and conformationally rigid tetracyclic framework is unprecedented in nature. Herein we report the first chemical synthesis of the target structure by employing a series of well-orchestrated, robust transformations, highlighted by an acid-promoted, powerful Wagner-Meerwein rearrangement/Friedel-Crafts cyclization sequence to forge the two adjacent quaternary carbon centers embedded in the tetrahydronaphthalene. A high-yielding ketiminium mediated [2+2]-cycloaddition was also utilized for the simultaneous construction of the remaining three stereocenters.
Synthesis of 5′-functionalized nucleosides: S-Adenosylhomocysteine analogues with the carbon-5′ and sulfur atoms replaced by a vinyl or halovinyl unit
Wnuk, Stanislaw F.,Sacasa, Pablo R.,Lewandowska, Elzbieta,Andrei, Daniela,Cai, Sumin,Borchardt, Ronald T.
, p. 5424 - 5433 (2008/12/21)
Adenosine and uridine analogues functionalized with alkenyl or fluoroalkenyl chain at C5′ were prepared employing cross-metathesis, Negishi couplings, and Wittig reactions. Metathesis of the protected 5′-deoxy-5′-methyleneadenosine or uridine analogues wi
Preparation of Four Geometric Isomers of (11E)-4,6,11-Hexadecatrienal and Their Effect toward Male Eri-Silk Moths
Tomida, Ichiro,Fuse, Takao
, p. 1760 - 1762 (2007/10/02)
Four geometric isomers of (11E)-4,6,11-hexadecatrienal were prepared, and their pheromone activity towards male eri-silk moths was evaluated.The EAG activity of each isomer was determined by the EAG-GLC method in order of increasing activity to be (4Z,6E,