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1.
David A. Lightner Chwang Siek Pak B.Vincent Crist Stephen L. Rodgers John W. Givens 《Tetrahedron》1985,41(19):4321-4330
(lS,5S)-exo-2(R)-Methylbicyclo[3.1.0]hexan-3-one () and (lS,5S)-endo-2(S)-methylbicyclo[3.1.0]hexan-3-one (2) were synthesized and their circular dichroism (CD) spectra run. Conformational analysis based on molecular mechanics calculations and Karplus equation analyses of vicinal H¦H NMR coupling constants indicate boat-like sofa conformations for both and , with very little ring distortion from the symmetry of the parent bicyclo[3.1.0]hexan-3-one. The lone dissymmetric ψ-axial and ψ-equatorial methyl groups of and , respectively, are both octant consignate. The natural product analogs of and , (?)-3-isothujone () and (+)-3-thujone () were prepared and examined similarly. Their α-methyl perturbers dominate the CD n-π★ Cotton effects. 相似文献
2.
Shun-ichi Hashimoto Hiroshi Kogen Kiyoshi Tomioka Kenji Koga 《Tetrahedron letters》1979,20(32):3009-3012
The 1,4-addition of Grignard reagents to chiral α,β-unsaturated cyclic aldimines (), prepared from the corresponding cycloalkenecarboxaldehydes () and optically active α-amino acid tert-butyl esters (, was found to give, after hydrolysis, trans-2-substituted cycloalkanecarboxaldehydes () in reasonably high enantiomeric purities. 相似文献
3.
Ratna Dasgupta Pranab R. Kanjilal Swapan K. Patra Manish Sarkar Usha Ranjan Ghatak 《Tetrahedron》1985,41(23):5619-5625
The efficacy of a new acid-catalyzed intramolecular C-alkylation has been demonstrated by the synthesis of 1-methyl-4--methoxyphenylbicyclo [2.2.2] octan-2-one () and 4--methoxyphenylbicyclo [2.2.2] octan-2-one () from easily accessible starting materials. The carbinol , derived from , undergoes facile rearrangement leading to 1--methoxyphenyl-4-methyl bicyclo [3.2.1] oct-3-ene (), which has been transformed to -1--methoxyphenyl-4-methylbicyclo [3.2.1] octan-3-one (). 相似文献
4.
Reduction of 5-benzoyl-8-methyl-2-oxo-3,4,4a,5,6,7-hexahydro-2H-pyrano[3,2-b] pyridine () with lithium aluminium hydride afforded (1R*,5S*,6R*,9S*)-2-benzyl-5-methyl-2-azabicyclo[3.3.1]nonane-6,9-diol (). 相似文献
5.
The enamino-thione, 1c, reacts with acrylonitrile and 2-chloroacrylonitrile at room temperature to give 3,4-dihydro-4-(1-pyrrolidinyl)-2-thiopyrans, 4 and 5, respectively. The reaction between 1-aryl-3-(1-pyrrolidinyl) (piperidino)-apropene-1-thiones, 1a-c (1d-f), and dimethyl acetylenedicarboxylate gives 4-(1-pyrrolidiny)(piperidino)-4-thiopyrans, 6a-c (6d-f). Compounds 1a-c (1d-f) and ethyl propiolate produce 2-(1-pyrrolidinyl) (piperidino)-2-thiopyrans, 8a-c (8d-f), and a new type of rearrangement is observed. The 2-thiopyran, 9, is formed from 1b and ethyl 3-propiolate, which elucidates the mechanism. 1H and 13C NMR data of 6 and 7 are discussed. 相似文献
6.
A. Stanley Jones Michael J. McClean Hironichi Tanaka Richard T. Walker Jan Balzarini Erik De Clercq 《Tetrahedron》1985,41(24):5965-5972
Reaction of 2',3'-secouridine with acetone gave the 3',5'--isopropylidene derivative (1) which upon treatment with mesylchloride gave the 2'--mesyl compound (2). Replacement of the mesyl group of 2 with halide could be effected by reaction with a metal halide in DMF. The 3',5'--isopropylidene group was removed simultaneously to give a 2'-halogeno-2'-deoxy-2',3'-secouridine. 2',3'-Dichloro-2',3'-dideoxy-2',3'-secouridine upon treatment with base gave 6()-chloromethyl-2()-(uracil-1-yl)-1,4-dioxane in addition to O2,2'-anhydro-3'-chloro-3'-deoxy-2',3'-secouridine, as previously reported. 2',3'-Dichloro-2',3'-dideoxy-5'-0-trityl-2',3'-secouridine was converted to 2',3'-dichloro-2',3'-dideoxy-2',3'-secocytidine (16) a triazole derivative. Compound 16 was unstable and appeared to form O2,2'-anhydro-3'-chloro-3'-deoxy-2,3'-secocytidine upon standing at room temperature. 5-Vinyl- and 5-() (2-bromovinyl) uridine dialdehydes have been made, as well as a number of other 5-substituted 2',3'-secouridine derivatives. None of the compounds obtained showed significant activity against a number of virus strains or tumor cell lines, except for 5-()(2-bromovinyl) uridine dialdehyde, which was inhibitory to the growth of human lymphoblast (Raji, Namalva) cells at a concentration of 28 μ/ml. 相似文献
7.
Yasuo Sakai Shingo Toyotani Yoshito Tobe Yoshinobu Odaira 《Tetrahedron letters》1979,20(40):3855-3856
Oxidative decarboxylation of [n.2.2]propellane carboxylic acids (-) with lead tetraacetate gave the bicyclic acetates (, ) having a bridgehead double bond and/or the tricyclic acetates (, ) in good yields. Vapor phase thermolysis of or afforded the bridgehead olefin or quantatively. 相似文献
8.
The reaction of cesium fluoride with the 2-acyloxy 3-chloro 2-chloromethylpropanamides () gave the 3-acyloxy 3-chloromethyl azetidine 2-ones () . Treated by powdered potassium hydroxide, and were converted into the 1-oxa 4-oxo 5-aza spiro (2,3) hexanes. These reactions in heterogeneous media were very selective and gave excellent yields. 相似文献
9.
α-Hydroxyalkylation of a β-(alkoxy 3,4-methylenedioxy benzyl)-γ-butyrolactone ( or ) with 3,4,5-trimethoxybenzaldehyde or syringaldehyde , followed by cyclisation, afforded good yields of the corresponding (±) isopeltatines. 相似文献
10.
Ernst-Ulrich Würthwein Jayaraman Chandrasekhar Eluvathingal D Jenmis Paul von Ragué Schleyer 《Tetrahedron letters》1981,22(9):843-846
Semi-empirical (MINDO/3 and UNDO) MO calculations on highly strained planar tetracoordinate carbon candidates indicate the central carbons in - [4.4.4.4] fenestrane () to have pyramidal () and in trans-[4.4.4.]fenestrane () to have distorted tetrahedral () geometries. In [2.2.2.2]paddlane (), the two central carbons are pentacoordinate. Each is nearly coplanar with four carbon neighbours; additionally, the two bridgehead carbons are connected by a single bond (). 相似文献
11.
Mikio Hori Kiyomi Tanaka Tadashi Kataoka Hiroshi Shimizu Eiji Imai Kazuhiko Kimura Yoshinobu Hashimoto 《Tetrahedron letters》1985,26(10):1321-1322
5,7-Dimethyl[1,2,4]triazolo[1,5-a]pyrimidinio-3-phenacylide () generated by the reaction of an iminium salt () with 1 eq. of triethylamine, underwent a new thermal ring cleavage of the triazole moiety to give the pyrimidine derivative. However reaction of with 2 eq. of triethylamine afforded the 2-iminooxazoline derivative. The iminooxazoline reacted with nucleophiles such as alcohols or amines to give imidazoles. 相似文献
12.
A sequence of formylation followed by a carbene insertion reaction has led to the stepwise introduction of additional ethano bridges into 4,5,7,8- tetramethyl [22](1,4)cyclophane (), providing syntheses of 5,7,8-trimethyl- [23](l,2,4)cyclophane (), a mixture of 5,8-dimethyl[24(1,2,4,5)cyclophane () and 5,7-dimethyl[24(1,2,3,5)cyclophane (, and-4-methyl[25](1,2,3,4,5)-cyclophane (). This route to completes a formal eight-step synthesis of [26](1,2,3,4,5,6)cyclophane (, superphane) with an overall yield of 17%. A Birch reduction of readily gave 12,15-dihydro-5,7,8-trimethyl[23](1,2,4)-cyclophane () in 85% yield. 相似文献
13.
Takehiko Nishio Katsuhiro Katahira Akira Kato Choji Kashima Yoshimori Omote 《Tetrahedron letters》1979,20(43):4211-4212
Irradiation of N-aryl-2(1H)-pyrimidin-2-ones (-) in a mixed benzene-alcohol solution afforded the products initiated by Type I cleavage, 1-(3-alkoxycarbonylamino-2-propene)-N-arylimines (-, , and ) in 45–51% yields. 相似文献
14.
Reaction of the amines (CF3)2NX (X=Cl,Br) with norbornadiene either in solvent (CH2Cl2) at ?78 °C in the dark or in the vapour phase at 20 °C in daylight gives a mixture of 3-halogeno-5-(-bistrifluoromethylamino)nortricyclene (, -and , -isomers) and -5-(-bistrifluoromethylamino)- -7-halogenonorbornene in quantitative yield formed halonium ion addition to the diene. The reaction of the amine (CF3)2NBr in solvent Me2O or Et2O at ?78 °C in the dark gives the same products in low yield, together with 3-bromo-5-alkoxynortricyclene (, - and , -isomers) and the amine (CF3)2NR (R=Me, Et) in high yield. 相似文献
15.
4,4-Dimethyl-2-phenyl-2-thiazolin-5-thione () reacts with 2,3-diphenylcyclopropenone () at 145°C and with benzonitrilio-2-propanide () at room temperature to yield the 1,6-dithia-spiro[4.4]nonadienes and , respectively. 相似文献
16.
Jean-Raymond Gavarri Claude Carel Dominique Weigel 《Journal of solid state chemistry》1979,29(1):81-95
The structure of wüstite Fe1?zO is studied by neutron diffraction on one polycrystalline sample under equilibrium conditions at high temperature. The mean isotrope temperature factor B is expressed as a sum of two parts, BTh and BSt, which vary linearly with a single parameter, respectively temperature and z. A classification is established for clusters () settled from m vacancies in octahedral sites and n FeIII ions in interstitial sites. Sixteen values have been experimentally determined for the vacancies to interstitials ratio . A constant value of ?, which is lower than 3, is observed. This result characterizes the short-range order. It eliminates several possibilities of clusters like those obeying the relation . Other clusters, namely () or (), might agree. The () and () clusters obtained from () clusters joined by an edge would be the more likely. An analysis of diffuse scattering eliminates the hypothesis of large domains with inverse spinel structure. The structural differences between the three varieties W1, W2 and W3 would not be found in a structural change of clusters. 相似文献
17.
Janina Karolak-Wojciechowska Marian Mikołajczyk Andrzej Zatorski Katarzyna Kiec-Kononowicz Alfred Zejc 《Tetrahedron》1985,41(20):4593-4602
The crystal and molecular structures of the title isomeric compounds and , obtained by intramolecular N,S--dialkylation of 5,5-diphenyl-2-thiohydantoin with 1,2-dibro-moethane, have been determined from X-ray diffractometer data. 2,3-Dihydro-6,6-diphenylimidazo-[2,1-b]-thiazol-5(6H)-one crystallizes in space group P212121 with a=11.376(3), b=12,255(5), c=8.434(3) Å and Z=4. Crystals of , containing one molecule of benzene, are monoclinic,space group P21/c with a=11.539(6), b=10.242(3), c=16.353(5) Å, β=95.45(5)° and Z=4. In both cases a planar geometry of the two fused five-membered heterocyclic rings was found. The selected bond lengths in and , as well as those analogous imidazothiazinones and , were used to calculate EHOSE (Harmonic Oscillation Stabilization Energy). The problem of stability and chemical reactivity of compounds to is also discussed. 相似文献
18.
Farouk Eltayeb Elhadi W. David Ollis J. Fraser Stoddart David J. Williams Kwamena A. Woode 《Tetrahedron letters》1980,21(43):4215-4218
The 1,9,17-triaza[2.2.2]metacyclophane-2, 10, 18-trione derivatives () – () have been synthesised. X-Ray crystallography shows that the 1,9,17-trimethyl derivative () adopts a Crown conformation () in the solid state. Dynamic n.m.r. spectroscopy indicates that both the 1,9-dimethyl-17-benzyl- () and 1,9,17-trimethyl- () derivatives exist as interconverting mixtures of Crown () and Saddle () conformations with the former predominating at equilibrium in solution. 相似文献
19.
(3,6)-(?)-3-Hydroxy-1,7-dioxaspiro[5.5]undecane 3a and its antipode were synthesized from ()-malic acid. 相似文献
20.
《Tetrahedron letters》1986,27(35):4137-4140