@article{KruegerBramborgKellingetal.2021, author = {Kr{\"u}ger, Tobias and Bramborg, Andrea and Kelling, Alexandra and Sperlich, Eric and Linker, Torsten}, title = {Birch Reduction of Arenes as an Easy Entry to γ-Spirolactones}, series = {European journal of organic chemistry}, volume = {2021}, journal = {European journal of organic chemistry}, number = {46}, publisher = {Wiley-VCH}, address = {Weinheim}, issn = {1434-193X}, doi = {10.1002/ejoc.202101018}, pages = {6383 -- 6391}, year = {2021}, abstract = {A convenient method for the synthesis of γ-spirolactones in only 2-3 steps is described. Birch reduction of inexpensive and commercially available aromatic carboxylic acids in the presence of ethylene oxide affords hydroxy acids, which undergo direct lactonization during work-up. Suitable precursors are methyl-substituted benzoic acids, naphthoic, and dicarboxylic acids. Subsequent hydrogenation proceeds smoothly with Pd/C as catalyst and saturated γ-spirolactones are isolated in excellent yields and stereoselectivities. Thus, up to 3 new stereogenic centers can be constructed as sole diastereomers from achiral benzoic acids. Furthermore, it is possible to control the degree of saturation with Raney nickel or Wilkinson's catalyst to obtain products with 1 double bond. Overall, more than 30 new γ-spirolactones have been synthesized in analytically pure form.}, language = {en} } @article{ElamparuthiLinker2009, author = {Elamparuthi, Elangovan and Linker, Torsten}, title = {Carbohydrate-2-deoxy-2-phosphonates : simple synthesis and Horner-Emmons reaction}, issn = {1433-7851}, doi = {10.1002/anie.200804725}, year = {2009}, abstract = {Phosphorus meets carbohydrates: Dimethyl phosphite reacts with ceric(IV) ammonium nitrate (CAN) to give phosphonyl radicals that add to glycals 1. The derivatives 2 were isolated in high yields and during a subsequent Horner-Emmons reaction underwent an interesting elimination to give 3,6-dihydro-2H-pyrans 3. The short sequence with simple precursors is applicable to the transformation of hexoses, pentoses, and disaccharides. Bn=benzyl.}, language = {en} } @article{LinkerEngelhardtSarkar2001, author = {Linker, Torsten and Engelhardt, Ulrike and Sarkar, Arunkanti}, title = {Cerium(IV) and other oxidizing agents}, year = {2001}, language = {en} } @article{YinLinker2009, author = {Yin, Jian and Linker, Torsten}, title = {Convenient synthesis of bicyclic carbohydrate 1,2-lactones and their stereoselective opening to 1- functionalized glucose derivatives}, issn = {0947-6539}, doi = {10.1002/chem.200802178}, year = {2009}, abstract = {Closed and re-opened for business: C-2 branched carbohydrates 1 cyclize under conditions of decarboxylation to the hitherto unknown carbohydrate 1,2-lactones 2 in high yields. The gluco isomer can be opened at the anomeric position with various nuceophiles in the presence of Sc(OTf)3, which allows the stereoselective synthesis of 1-functionalized glucose derivatives 3. Thus, 1,2-bis-C-branched saccharides become available in only a few steps starting from glycals.}, language = {en} } @article{PetersPetersLinker2004, author = {Peters, Karl and Peters, E. M. and Linker, Torsten}, title = {Crystal structure of (1R,3S,5R)-3-hydroxy-2-methylene-6-oxabicyclo[3.2.1.]octan-7-one,C8H10O3}, issn = {1433-7266}, year = {2004}, abstract = {C8H10O3, orthorhombic, Pbca (no. 61), a = 10.592(3) Angstrom, b = 11.877(3) Angstrom, c = 36.833(9) Angstrom, V = 4633.6 Angstrom(3), Z = 24, R-gt(F) = 0.091, wR(ref)(F-2) = 0.219, T = 293 K.}, language = {en} } @article{PetersPetersRebienetal.2004, author = {Peters, Karl and Peters, E. M. and Rebien, F. and Maurer, M. and Linker, Torsten}, title = {Crystal structure of (3aS,4S,9R,9aS)-4-hydroxy-9-phenyl-3a,4,9,9a-tetra-hydro-3H-naphtho[2,3- c]furan-1- one,C18H16O3}, issn = {1433-7266}, year = {2004}, abstract = {C18H16O3, monoclinic, P12(1)/n1 (no. 14), a = 8.284(l) Angstrom, b = 9.524(l) Angstrom, c = 17.729(1) Angstrom, beta = 93.69(1)degrees, V = 1395.9 Angstrom(3), Z = 4, R-gt(F) = 0.052, wR(ref)(F-2) = 0.146, T = 293 K.}, language = {en} } @article{PetersPetersLinkeretal.2005, author = {Peters, Karl and Peters, E. M. and Linker, Ursula and Linker, Torsten}, title = {Crystal structure of 1,1,2,2-tetramethoxycarbonylethanol, C2H(CH3OCO)(4)OH}, issn = {1433-7266}, year = {2005}, abstract = {C10H14O9, monoclinic, C12/c1 (no. 15), a = 15.801(1) angstrom, b = 7.920(1) angstrom, c = 21.055(2) angstrom, beta = 101.31 (1)degrees, V = 2583.8 angstrom(3), Z = 8, R-gt(F) 0.044, wR(ref)(F-2) = 0.134, T = 293 K.}, language = {en} } @article{LinkerFudickarKellingetal.2013, author = {Linker, Torsten and Fudickar, Werner and Kelling, Alexandra and Schilde, Uwe}, title = {Crystal structure of dimethyl 1,4-dioxaspiro[4,5]dec-6-ene-(8R)-[(3,5-dinitrobenzoyl)oxa]-(2R,3R)-dica rboxylate, C19H18N2O12}, series = {Zeitschrift f{\"u}r Kristallographie : international journal for structural, physical and chemical aspects of crystalline materials ; New crystal structures}, volume = {228}, journal = {Zeitschrift f{\"u}r Kristallographie : international journal for structural, physical and chemical aspects of crystalline materials ; New crystal structures}, number = {2}, publisher = {De Gruyter Oldenbourg}, address = {M{\"u}nchen}, issn = {1433-7266}, doi = {10.1524/ncrs.2013.0123}, pages = {241 -- 242}, year = {2013}, abstract = {C19H18N2O12, orthorhombic, P2(1)2(1)2(1) (no. 19), a = 6.2472(6) angstrom, b = 17.576(2) angstrom, c = 18.848(3) angstrom, V = 2069.6 angstrom(3), Z = 4, R-gt(F) = 0.0393, wR(ref)(F-2) = 0.0694, T = 210 K.}, language = {en} } @article{PetersPetersKimetal.2005, author = {Peters, Karl and Peters, E. M. and Kim, Boo Geun and Linker, Torsten}, title = {Crystal structure of ethyl (3aR,4R,5R,6R,7aR)-4,5-diacetoxy-6-acetoxymethyl-2-oxy-3a,5,6,7a-tetrahy dro-4H- pyrano[3,2-d]isoxazole-3-carboxylate, C16H21NO11}, issn = {1433-7266}, year = {2005}, abstract = {C16H21NO11, monoclinic, P12(1)1 (no. 4), a = 8.181(1) angstrom, b = 11.604(2) angstrom, c = 10.193(1) angstrom, beta = 101.59(1)degrees, V = 947.9 angstrom(3), Z = 2, R-gt(F) = 0.068, wR(ref)(F-2) = 0.177, T = 293 K.}, language = {en} } @article{PetersPetersRebienetal.2005, author = {Peters, Karl and Peters, E. M. and Rebien, F. and Linker, Torsten}, title = {Crystal structure of methyl (1R,2S,3R,4S)-1-phenyl-3,4-epoxi-1,2,3,4-tetrahydronaphthalene-2-carboxy late,C18H16O3}, issn = {1433-7266}, year = {2005}, abstract = {C18H16O3, monoclinic, P12(1)/c1 (no. 14), a = 14.954(3) angstrom, b = 8.088(2) angstrom, c = 11.973(2) angstrom, beta = 93.50(1)degrees, V = 1445.4 angstrom(3), Z = 4, R-gt(F) = 0.083, wR(ref)(F-2) = 0.249, T = 293 K.}, language = {en} }