65921-65-5Relevant articles and documents
Synthesis of analogues of Acyclic nucleoside diphosphates containing a (phosphonomethyl)phosphanyl moiety and studies of their phosphorylation
Dolakova, Petra,Dracinsky, Martin,Fanfrlik, Jindrich,Holy, Antonin
experimental part, p. 1082 - 1092 (2009/07/19)
Acyclic nucleoside diphosphonate derivatives of purines and pyrimidines were prepared by Mitsunobu reaction of suitably protected heterocyclic bases with alcohols containing the (phosphonomethyl)phosphanyl moiety. Furthermore, nonhydrolyzable acyclic analogues of dUDP were prepared as potential inhibitors of dUTPase. Their phosphorylation to analogues of dUTP, however, gave mixtures of linear and branched phosphates. The courses of the phosphorylation reactions were followed by 31P NMR spectroscopy, and we discovered that both phosphonate and phosphinate moieties react with 1,1'-carbonyldiimidazole and tri-n-butylammonium phosphate. The pKa values of the (phosphonomethyl)phosphanyl system were also determined by 31P NMR spectroscopy ( Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2009).
A versatile and convenient protocol for the stereocontrolled synthesis of olefinic insect pheromones
Vasil'ev, Andrei A.,Vlasyuk, Alexei L.,Gamalevich, Galina D.,Serebryakov, Edward P.
, p. 389 - 400 (2007/10/03)
A combination of the Horner-Emmons synthesis of alkyl 2,4-dienoates with their hydrogenation over complex L·Cr(CO)3 catalysts (L = 3CO or arene) provides a versatile, stereocontrolled and operationally simple approach to the (Z)-disubstituted, (Z)-trisubstituted, (E)-trisubstituted alkenes and skipped (Z,Z)-disubstituted diolefins with a homoallylic type of function. This protocol, sometimes supplemented by an enzymatic hydrolysis, was successfully applied to the synthesis of configurationally pure (gp ≥ 98%) pheromones of the furniture carpet beetle, dry bean beetle, rusty grain beetle, square-necked grain beetle and of a trail-following pheromone mimic for subterranean termites
Synthesis of long chain ω-aralkylbromides
Forth,Smith
, p. 951 - 959 (2007/10/02)
1-Iodo-4-acetoxybutane is a useful 4 carbon synthon which reacts selectively with Grignards under copper catalysis. The immediate products are converted to bromides.
