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A one step procedure has been found that converts 2,2'-methylenedifuran (1) into 2,2,',2",2'''-(1,2-ethanediylidene)tetrafuran (4: 1,1,2,2-tetrakis(furan-2-yl)ethane). This compound adopts two similar C-2V-symmetrical conformations (4A and 4A') in the crys ...
The reactions of (E,E)-1-benzyloxy-2-methylpenta-1,3-diene (9) with 3,3-dimethyl-2-(trimethylsilyloxy)butene and (Z)-3-(trimethylsilyloxy)pent-2-ene in SO2 and a Lewis acid give silyl sulfinates that are quenched with Met to generate the corresponding (Z)- ...
The Diels-Alder adduct 3 of 2,2'-ethylidenebis(3,5-dimethylfuran) to diethyl (E,E)-4-oxohepta-2,5-diene-1,7-dioate was converted into meso-(1R,2R,4R,4aR,5S,7S,8S,8aS,9aS,10aS)- 1,8-bis(acetoxymethyl)- 1,3,4,5,6,7,8,8a,9,9a-decahydro-2,4,5,7,10 -pentamethyl ...
At low temperature and in the presence of CF3COOH, SO2 undergoes Diels-Alder additions with (E)-1-acetoxybutadiene (8d) giving a 1:10 mixture of diastereomeric 6-acetoxysultines (9d + 10d). The Van't Hoff plot for equilibria 8d + SO2 reversible arrow 9d + ...
The products of hetero-Diels-Alder reactions (sultines) and cheletropic addition reactions (sulfolenes) between 1,3-dienes and sulfur dioxide can be distinguished by their O-17 NMR shifts. Experimental data have been collected for derivatives of 3,6-dihydr ...
Hexafluoro-2-butyne, CF(3)Cequivalent toCCF(3), reacts with the triangulo-clusters [Pt-3 (mu-CO)(3)(PR3)(3)] to give the diplatinum(o) compounds [Pt-2(CO)(2)(PR3)(2)(mu-eta(2):eta(2)-CF(3)Cequivalent toCCF(3))] {PR3=PPh3 (1), PBzPh(2) (2), PCy3 (3), (PPr3) ...
Modern organometallic methods enable the regioflexible conversion of simple heterocyclic starting materials into families of isomers and congeners. Depending on the choice of the reagent, 1-methyl-5-(trifluoromethyl)pyrazole undergoes deprotonation and sub ...
At low temperature 1-alkoxy-1,3-dienes add to sulfur dioxide activated by a Lewis or Bronstedt acid and generate zwitterionic intermediates that can be quenched by enoxysilanes. The resulting beta,gamma -unsaturated silyl sulfinates can be desilylated and ...
The reaction of the cluster complexes [Pt-3(mu -CO)(3)(PR3)(3)] (PR3 = PPh3 1, PPh(2)Bz 2, PCy3 3 and P(i)pr(3) 4) with dialkyl acetylenedicarboxylate, R'O2CC drop CCO2R' (R= CH3 or Bu-t) have been examined under various conditions. At low temperature the ...
The Diels-Alder adducts of maleic anhydride to furfuryl esters were reduced into 7-oxabicyclo[2.2.l]hept-5-ene-1.2-exo,3-exo-trimethanol (+/-)-15 and enantiomerically pure (-)-15 (Scheme 1). The tripivalate of (+/-)-15 was converted into (1RS,2RS,3RS,4RS,5 ...