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1.
By the self-immolative asymmetric synthesis, optically pure key intermediate β-piperonyl-γ-lactone (R)-(+)- was found to be prepared in reasonable yield from the easily available chiral γ-lactone synthon () which had been also reported to give an antipode (S)-(-)-. The optically pure (R)-(+)- was shown to be converted successfully into several optically pure natural lignan lactones. 相似文献
2.
Reaction of dimetalated succinamides with benzyl halides and aromatic aldehydes provides short routes to diverse lignan natural products , , and , including the human urinary metabolites () and (). 相似文献
3.
We describe a short synthesis of ()-5-hydroxymethyl-(5-furan-2-one and some 5-O-derivatives, which are being used as key starting products for the synthesis of several antileukaemic lignan lactones, from -ribonolactone. 相似文献
4.
2-(2-Dithianyl)benzhydrols ( a-c) undergo facile cycloaddition reaction with maleic anhydride under thermal conditions to give 1-phenyl-naphthalenes ( a-c) in one step. The naphthalenes ( a-c) have been converted into the naphthalene lignan lactones, ( a-c) and ( a-c). 相似文献
5.
Tekant Gözler Belkis Gözler Amarendra Patra John E. Leet Alan J. Freyer Maurice Shamma 《Tetrahedron》1984,40(7):1145-1150
Konyanin (), obtained from (Rutaceae), is the first known 1,4-dihydroarylnaphthalene lignan in which the lactone carbonyl is bonded to C-3 rather than to C-2. Detailed NMR spectral data have been complied for the accompanying lignans (-)-kusunokinin () and diphyllin (). 相似文献
6.
Prestegane B -the first higher plant occured dibenzyl butanolide lignan with two -phenols- and its dimethylether were isolated from and the structure determinations were performed with the aid of high resolution NMR and Mass fragmentation for the former, and with 2-D J resolved 1H NMR studies and synthesis for the latter. 相似文献
7.
α-Hydroxyalkylation of β-(3,4-methylenedioxy-benzyl)-γ-butyrolactone () with p-benzoxy benzaldehyde, followed by cyclisation, reduction of the lactone ring and removal of the benzyl group, afforded the lignan (±) attenuol (). 相似文献
8.
The structure of a novel 2,3,4- trisubstituted furanoid lignan, designated sylvone, was established as from detailed spectroscopical and chemical studies. 相似文献
9.
Structures propounded for the four aryltetralin lignan constituents isolated from Linn. are confirmed by syntheses of their (±)-forms. 相似文献
10.
A general route for synthesis of 6--alkyl-2∝deoxyguanosine nucleosides is described. The key step is conversion of the 6--TPS derivative to the 6-trimethylamino compound . The trimethylamino group is readily displaced by alcohols in the presence of DBU. Using this route the 6--methyl, ethyl and n-butyl 2∝-deoxyguanosine derivatives have been prepared in excellent overall yields. 相似文献
11.
Optical absorption and emission spectra are reported for single crystals of the cubic elpasolite Cs2NaSmCl6. The variable temperature spectra obtained at high resolution are assigned using energies and relative intensities. Transitions from the ground level, 6H to cystal fi levels of 6H-, 6F-, 4G-, 4F,, 4I, and 6P, are located and characterized. Intensity calculations are reported for magnetic dipole allowed transitions. The dominance of vibronic intensity in 6H→6F - and 6P, transitions is accounted for qualitatively through the ligand polarization model involving quadrupole metal (Sm3+)-ligand (Cl?) interaction mechanisms. The Eu″(6H)→E′(6H) Eu′(6F) no-phonon transition is postulated to be pure electric quadrupole allowed. The ground state magnetic moment is determined to be very small from magnetic circular dichroism (MCD) spectra.This study has led to the assignment of nearly all of the crystal field levels in the visible and IR region for Cs2NaSmCl6. A total of 27 such levels were identified, 17 from no-phonon transitions and the rest from vibronic transitions. The magnetic dipole intensity calculated using intermediate coupling Oh wavefunctions along with a crystal field analysis of the splitting pattern was used in the assignment of the levels. Vibronic bands were observed for all transitions and their vibrational symmetries were tentatively assigned. MCD data were used to determine the magnet moment of the ground state. 相似文献
12.
Two new tetrahydropyrans have been isolated from the sponge Haliclona sp. From chemical and spectroscopic evidence they are shown to be (1′, 2, 2″, 5, 6)-2-(1′-bromethyl)-2,5-dimethyl-6-(penta-2″,4″-dienyl)-tetrahydropyran and (1′, 2, 5, 6)-2-(1′-bromoethyl)-2,5-dimethyl-6-(pent-4″-enyl)-tetrahydropyran. 相似文献
13.
Reaction of bicyclophosphane with glycol , glycerol , erythritol , L(-)arabitol and dulcitol leads to the corresponding per-alkoxybicyclophosphoranes - which are in tautomeric equilibrium with the phosphates forms ′ - ′.The amount of these latters increases regularly from traces to 24%. 相似文献
14.
Treatment of N-(2-methyl-2-propenyl)-N-methyl-α-(methylsulfinyl)acetamide () with trifluoroacetic anhydride caused the cationic olefin cyclization through a Pummerer reaction intermediate to give the six-membered lactams and . Similar reaction converted N-2-butenyl-N-methyl-a-(methylsulfinyl)acetamide () to the five-membered lactam , and N-2-propenyl-N-methyl-α-(methylsulfinyl)- acetamide () to the five-membered lactams and . 相似文献
15.
Methyl 4-0-benzoyl-6-bromo-6-deoxy-α-D-glucopyranoside (, Figure 1) was converted, via the corresponding ditosylate , into methyl 2,3-di-0-p-toluenesulfonyl-4-0-benzoyl-6-S-acetyl-6-thio-α-D-glucopyranoside () by a selective nucleophilic displacement of 6-bromo-group with thioacetate. Unexpectedly, on treating the compound with an excess of sodium methoxide in benzene-methanol (1:1) at room temperature, methyl 2-0-p-toluenesulfonyl-4,6-thioanhydro-α-D-gulopyranoside () was obtained in a yield of 84%. In order to determine the structure of the relatively unstable oily product , some stable crystalline derivatives (, and ) were prepared. Detailed analysis of the 1H-NMR-spectra (200 MHz) of and gave the conclusive evidence for the structure of A self-imposing mechanism of the clean and smooth transformation of to is proposed, involving: a) formation of (Figure 2) as a crucial intermediate and b) a highly regioselective epoxide opening in (at C-4) by an intramolecular nucleophilic attack of the mercaptide anion from C-6. 相似文献
16.
Reactions of allylides () with nitrile oxides () afforded furanylglyoxylate oxime () and 6H-l,2-oxazine (). Ring transformations of and gave and pyrrolinone (), respectively. 相似文献
17.
Géza Stájer LászlÓ Mód Angela E. Szabó Ferenc Folöp Gábor Bernáth Pál Sohár 《Tetrahedron》1984,40(12):2385-2393
The -- amino acid with norbornene skeleton was converted into 2-aryvl---1,3-oxazin-4-ones -. These compounds, similarly to the isomers - studied by us earlier, undergo retrodiene decomposition under mild conditions to give 2-aryl-6-l,3-oxazin-6-ones (-) in 50-60% yield. The ratio of the decomposition rate constants of the tricyclic and -1,3-oxazin-4-ones, measured in toluene solution, is about 2. 相似文献
18.
By reaction of β-cyclodextrin 6-monotosylate with alkyl mercaptans, 6-deoxy-6-alkylthio-β-cyclodextrins, , , and , were prepared. Studies of the hydrolyses of - and -substituted phenyl acetates showed that the well-known meta-selectivity effect occurred with , while none was observed with . This variation in selectivity was due to a change in the catalytic rate constant caused by the substituent on β-cyclodextrin. 相似文献
19.
William J. Ross Alec Todd Barry P. Clark Sarah E. Morgan Jack E. Baldwin 《Tetrahedron letters》1981,22(23):2207-2208
The oxidation of 5-acyl-4-oxo-pyran-2-carboxylic acid esters , to novel epoxypyrones and subsequent rearrangement to the previously inaccessible 6-substituted-5-hydroxy or 5-chloropyrones - are described. 相似文献
20.
R.J. Bertino B.A.W. Coller G.B. Deacon I.K. Johnson 《Journal of fluorine chemistry》1975,5(4):335-357
The lithium polyfluorobenzenesulphinates, Li O2SR (R = C6F5, -HC6F4, -HC6F4, or -HC6F4), and the dilithium tetrafluorobenzenedisulphinates, - and -(LiO2S)2C6F4, have been prepared by reaction of the appropriate polyfluoroaryllithium compounds with sulphur dioxide. All compounds were isolated as hydrates and gave the corresponding -benzylthiouronium salts on treatment with -benzylthiouronium chloride. From reactions of the lithium sulphinates with suitable mercuric salts in water, generally at room temperature, the derivatives RHgX (R = C6F5, X = Cl, Br, CH3CO2, or PhSO2; R = -HC6F4, X = Cl, Br, or CH3CO2; R = -HC6F4, X = Cl or Br; R = -HC6F4, X = Cl), -(XHg)2C6F4 (X = Cl, Br, or CH3CO2), and -(XHg)2C6X4 (X = Cl or Br) have been prepared. Similarly, the bispolyfluorophenylmercurials R2Hg (R = C6F5, -HC6F4, or -HC6F4) have been prepared from the corresponding lithium sulphinates and either mercuric salts or polyfluorophenylmercuric halides in aqueous -butanol. A possible mechanism for the sulphur dioxide elimination reactions is discussed. 相似文献