http://www.mdpi.com/journal/molecules/special_issues/carboxylic_acids/ http://www.mdpi.com/1420-3049/9/5/373/ The asymmetric synthesis of the orthogonally funtionalised compounds tert-butyl 2-N-benzyl-N-α-methylbenzylamino-5-methoxycarbonylmethylcyclopentane- 1-carboxylate and methyl 2-N-benzyl-N-α-methylbenzylamino-5–carboxymethylcyclo- pentane-1-carboxylate by a domino reaction of tert-butyl methyl (E,E)-octa-2,6- diendioate with lithium N-α-methylbenzyl-N-benzylamide initiated by a Michael addition, subsequent 5-exo-trig intramolecular cyclisation and posterior selective hydrolysis with trifluoroacetic acid is reported. http://www.mdpi.com/1420-3049/9/5/373/ Fri, 30 Apr 2004 00:00:00 CEST Molecules 2004-04-30 9 5 Article 373 382 1420-3049 A Novel Strategy Towards the Asymmetric Synthesis of Orthogonally Funtionalised 2-N-Benzyl-N-α-methylbenzylamino- 5-carboxymethyl-cyclopentane-1-carboxylic acid. 2004-04-30 doi: 10.3390/90500373 Narciso M. Garrido Mohamed M. El Hammoumi David Díez Mercedes García Julio G. Urones http://www.mdpi.com/1420-3049/9/5/365/ The synthesis of alkyl aryl ketones using a mandelic acid dioxolanone as a synthetic equivalent (Umpolung) of the benzoyl carbanion is reported. The methodology involves alkylation of the mandelic acid dioxolanone, hydrolysis of the dioxolanone moiety in the alkylated products and oxidative decarboxylation of the resulting α-hydroxyacids. The last step is carried out in a catalytic aerobic way using a Co (III) complex in the presence of pivalaldehyde under very mild conditions. http://www.mdpi.com/1420-3049/9/5/365/ Fri, 30 Apr 2004 00:00:00 CEST Molecules 2004-04-30 9 5 Article 365 372 1420-3049 Nucleophilic Benzoylation Using a Mandelic Acid Dioxolanone as a Synthetic Equivalent of the Benzoyl Carbanion. Oxidative Decarboxylation of α-Hydroxyacids 2004-04-30 doi: 10.3390/90500365 Gonzalo Blay Isabel Fernández Belén Monje José R. Pedro http://www.mdpi.com/1420-3049/9/5/349/ Alkaloids such as cinchonidine, quinine and N-methylephedrine have been N-alkylated using polymeric benzyl halides or co-polymerized and then N-alkylated, thus affording a series of polymer-supported chiral ammonium salts which have been employed as phase-transfer catalysts in the asymmetric benzylation of an N-(diphenylmethylene)glycine ester. These new polymeric catalysts can be easily recovered by simple filtration after the reaction and reused. The best ee’s were achieved when Merrifield resin-anchored cinchonidinium ammonium salts were employed. http://www.mdpi.com/1420-3049/9/5/349/ Fri, 30 Apr 2004 00:00:00 CEST Molecules 2004-04-30 9 5 Article 349 364 1420-3049 Polymer-Supported Cinchona Alkaloid-Derived Ammonium Salts as Recoverable Phase-Transfer Catalysts for the Asymmetric Synthesis of α-Amino Acids 2004-04-30 doi: 10.3390/90500349 Rafael Chinchilla Patricia Mazón Carmen Nájera http://www.mdpi.com/1420-3049/9/5/330/ The protocol of lithiation by means of lithium and a catalytic (5% molar) amount of DTBB (4,4’-di-tert-butylbiphenyl), applied to ω-chloro ortho ester 6 under Barbier-type conditions gives, after final acid-catalyzed methanolysis, the corresponding functionalized esters 8 or 9 (for chlorotrimethylsilane as electrophile) or, after ortho ester deprotection and acid catalyzed treatment, the δ-lactones 11. The procedure is also practical for bicyclic ortho esters 14: the β-chloro OBO ester derivate generates the γ- lactones 15 and the γ-chloro OBO ester gives corresponding esters 8. http://www.mdpi.com/1420-3049/9/5/330/ Fri, 30 Apr 2004 00:00:00 CEST Molecules 2004-04-30 9 5 Article 330 348 1420-3049 Masked ω-Lithio Ester Enolates: Synthetic Applications 2004-04-30 doi: 10.3390/90500330 Miguel Yus Rosario Torregrosa Isidro M. Pastor http://www.mdpi.com/1420-3049/9/5/323/ A method to synthesize chiral 2,3,4-trisusbtituted tetrahydrothiophenes in both enantiomerically pure forms starting from 1-hydroxymethyl-4-phenylsulfonylbutadiene is described. http://www.mdpi.com/1420-3049/9/5/323/ Fri, 30 Apr 2004 00:00:00 CEST Molecules 2004-04-30 9 5 Article 323 329 1420-3049 1-Hydroxymethyl-4-phenylsulfonybutadiene, a Versatile Building Block for the Synthesis of 2,3,4-Trisusbtituted Tetrahydrothiophenes 2004-04-30 doi: 10.3390/90500323 David Díez M. Templo Benéitez Isidro S. Marcos N. M. Garrido P. Basabe Julio G. Urones http://www.mdpi.com/1420-3049/9/5/300/ A new route for the degradation of the saturated side chain of dihydrozamoranic acid has been devised, giving an advanced intermediate, compound 14, useful for the synthesis of insect antifeedants such as warburganal and polygodial. http://www.mdpi.com/1420-3049/9/5/300/ Fri, 30 Apr 2004 00:00:00 CEST Molecules 2004-04-30 9 5 Article 300 322 1420-3049 From Labdanes to Drimanes. Degradation of the Side Chain of Dihydrozamoranic Acid. 2004-04-30 doi: 10.3390/90500300 Jesús M.L. Rodilla D. Díez J. G. Urones Pedro M. Rocha http://www.mdpi.com/1420-3049/9/5/287/ The commercially available monoterpene carvone has been efficiently convertedinto the tricyclo[3.2.1.02.7]octane and bicyclo[3.2.1]octane systems characteristic of somebiologically active compounds. The sequence used for this transformation involves as keyfeatures an intramolecular Diels-Alder reaction of a 5-vinyl-1,3-cyclohexadiene and acyclopropane ring opening. http://www.mdpi.com/1420-3049/9/5/287/ Fri, 30 Apr 2004 00:00:00 CEST Molecules 2004-04-30 9 5 Article 287 299 1420-3049 Synthesis of Highly Functionalised Enantiopure Bicyclo[3.2.1]- octane Systems from Carvone 2004-04-30 doi: 10.3390/90500287 Antonio Abad Consuelo Agulló Ana C. Cuñat Ignacio De Alfonso Ismael Navarro Noelia Vera http://www.mdpi.com/1420-3049/9/5/278/ A dinuclear self-assembled cationic macrocycle based on Pt(II)-N(pyridine) coordinative bonds and having competitive triflate anions, as metal counterions, is used in the construction of [2]rotaxane and [2]pseudorotaxane architectures assisted by hydrogen bonding. The kinetic lability of the Pt(II)-N(pyridine) coordinative bond controls the dynamics of the [2]rotaxane. http://www.mdpi.com/1420-3049/9/5/278/ Fri, 30 Apr 2004 00:00:00 CEST Molecules 2004-04-30 9 5 Article 278 286 1420-3049 Self-assembly of [2]Rotaxane Exploiting Reversible Pt(II)- Pyridine Coordinate Bonds 2004-04-30 doi: 10.3390/90500278 Pablo Ballester Magdalena Capó Antoni Costa Pere M. Deyà Antoni Frontera Rosa M. Gomila http://www.mdpi.com/1420-3049/9/5/266/ Results are reported on the efficiency of polyfluorooctanol as a perfluorousauxiliary component in the aldol reaction between the enolate derived frompolyfluorooctyl acetate and 2-fluorobenzaldehyde. Reduction of the correspondingpolyfluoro β-hydroxy ester with Super Hydride® gave the required 1,3-diol in good yield. http://www.mdpi.com/1420-3049/9/5/266/ Fri, 30 Apr 2004 00:00:00 CEST Molecules 2004-04-30 9 5 Article 266 277 1420-3049 Investigations into the Use of a Polyfluorooctanol as an Auxiliary Component for an Aldol Reaction 2004-04-30 doi: 10.3390/90500266 Jason Eames Hasina Khanom http://www.mdpi.com/1420-3049/9/5/264/ n/a http://www.mdpi.com/1420-3049/9/5/264/ Fri, 30 Apr 2004 00:00:00 CEST Molecules 2004-04-30 9 5 Editorial 264 265 1420-3049 Carbanion Chemistry from Carboxylic Acids: a Special Issue in Honor of Professor Ramón Mestres on his 65th Birthday. 2004-04-30 doi: 10.3390/90500264 Margarita Parra Salvador Gil