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1.
A new and convenient synthesis of 2-isopropylfuro-(2,3-b)quinolines () from 3-(3-methylbut-1-enyl)-2-quinolones () is described. A neat synthesis of the alkaloids (±)-lunacrine (), (±)-lunasine () and (±)-demethoxylunacrine () is also reported. 相似文献
2.
A 4′-ene derivative of kanamycin B () was derived from the epoxide () by oxidative elimination of the 4′-phenylseleno group into the allylic alcohol (). The title compound, 0-(2,6-diamino-2,4,6-trideoxy-β-L-arabino-hexopyranosyl)-(1→4)-0-[3-amino-3-deoxy-α-D-glucopyranosyl-(1→6)]-2-deoxystreptamine () was obtained from by stereospecific hydrogenation followed by removal of the masking groups, changing the D-sugar moiety of the 4-0-glycoside portion into an L-sugar. 相似文献
3.
Reaction of () and () with the acetal () in presence of trimethylsilyl trifluoromethanesulfonate at ?70° C gives the α-glucosides () and (), whereas () and () lead to the β-glucosides () and (). At 0° C reaction of () with the acetals () gives exclusively the α-glucosides (). 相似文献
4.
The 3′,5′-diene derivative of kanamycin B () was obtained from a 4′-ene derivative of kanamycin B () by treatment with trimethyl orthoacetate. Formation of the title compound () from deaminative cyclization with sodium methoxide followed by treatment with trifluoroacetic acid was described. 相似文献
5.
A synthesis of (2S,3S,7S)-3,7-dimethylpentadecan-2-yl acetate () and propionate () is described. (2S)-2-Methyldecan-1-yl lithium () was reacted with (3S,4S)-3,4-dimethyl-γ-butyrolactone () to yield the ketoalcohol which upon Huang-Minlon reduction furnished (2S,3S,7S)-3,7-dimethylpentadecan-2-ol (). Acylations gave the esters and . The (2S)-2-methyldecan-1-yl lithium was obtained via asymmetric synthesis. The chiral lactone was obtained from (2S,3S)-trans-2,3-epoxybutane and dimethyl malonate. 相似文献
6.
3-Methylisoguanosine () has been synthesized from 5-(cyanomethylamino)-1(2,3,5-tri-O-acetyl-β-D-ribofuranosyl)imidazole-4-carboxamide () through the carbonitrile (). 相似文献
7.
《Tetrahedron》1986,42(16):4413-4420
(2,3,1')-Stegobinone [2,3-dihydro-2,3,5-trimethyl-6-(1'-methyl-2'-oxobutyl)-4H-pyran-4-one], the pheromone of L., was synthesized with stereocontrol at C-2 and C-1' starting from ethyl ()-3-hydroxybutanoate and methyl ()-3-hydroxy-2-methylpropanoate. The dihydro-γ-pyrone ring of the pheromone was constructed by an intramolecular acylation followed by acid-catalyzed cyclization. 相似文献
8.
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
9.
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
10.
Condensation of 3-fluoro-2-butanone () with alkyl diethylphosphonoacetates () gave alkyl 4-fluoro-3-methyl-2-pentenoates (). Addition of bromine yielded alkyl-2,3-dibromo-4-fluoro-3-methylpentanoates () which were dehydrobrominated to alkyl 2-bromo-4-fluoro-3-methyl-2- pentenoates (). Since these compounds could not be hydrogenated to the desired alkyl 2-bromo-4-fluoro-3-methylpentanoates (), another route was taken. The esters were hydrogenated to alkyl 4-fluoro-3- methylpentanoates () which were converted to their carbanions. Treatment with bromine gave esters , and iodine gave alkyl 4-fluoro-2-iodo- 3-methylpentanoates (). Esters and were converted to alkyl 2-azido-4-fluoro-3-methylpentanoates () whose hydrogenation gave alkyl 2-amino-4-fluoro-3-methylpentanoates (). Hydrolysis afforded γ-fluoroisoleucine (). 相似文献
11.
Lithiation of both ()- and ()-3-trimethylsilyl-2-propenyl ,-diisopropyl carbamate 2 affords the (2) -lithium compound 3. Aluminium- or titanium-mediated addition to aldehydes, 4 gives (1)-(3*4*)-enol carbamates 7. A stereospecific Peterson elimination (borontriflouride- or base-mediated) introduces the second double bond either with (3)- or with (3)-configuration. So just by reagent selection for each of the two steps, (1,3)-, (1,3)-, (1,3)-, or (1,3)- dienes 8 - 11, respectively, are prepared with stereoselectivities up to > 99.7% 相似文献
12.
The stereoselective synthesis of 3-O-methyl-7α--toluenesulphonyl-8α, 9α, 14β-estradiol () and its 11-oxo derivative () thermolysis of 1β--butoxy-2α-[2-(4-methoxybenzocyclobutenyl)ethyl]-2β-methy1-3α-[2-(-toluenesulphonyl)ethenyl] cyclopentane () and its oxo derivative (), which were derived from condensation product () of optically active aldehyde () and 1-cyano-4-methoxybenzocyclobutene through and to selenides and , is described. 相似文献
13.
The cycloaddition of α,β-epoxyaldehydes or ketones () with the ketene acetal MeHC=C(OMe)2 () gives epoxyoxetanes () in high yields. Without isolation they can be transformed into 4-hydroxy-5-(1-hydroxyalkyl)-γ-butyrolactones () via the epoxy esters and trihydroxy esters (). The lactones appear to be valuable precursors for the synthesis of 5-(1-hydroxyalkyl)-3-methyl-2-5H-furanones () and 3-methyl-5-ylidene-2-5H-furanones () 相似文献
14.
Titanium(IV) chloride-mediated reaction of 4,5-dihydro-2-(trimethylsiloxy)-3-(trimethylsilyl)furan (1a) with acetaldehyde gave (3S*, 1′R*)-4,5-dihydro-3-(1′hydroxyethyl)-3-(trimethylsilyl)-2(3)furanone (2a), which afforded selectively either (Z)- or (E)-α-ethylidene-γ-butyrolactone (3a) under proper conditions. Facile isomerization of 2a into (3S*, 1′R*)-4,5-dihydro-3-&{1′-(trimethylsiloxy)ethyl}-2(3)furanone (4) suggests an intriguing stereochemical outcome from 2a to (E)-3a via an enolate of 4. 相似文献
15.
Pyrolysis of homoadamant-3-ene (), generated from 1-adamantylcarbene (), leads to the same three olefins (, , and ) that are produced from pyrolysis of 3-homoadamantyl acetate (). 相似文献
16.
A new C3-unit substitution reaction at C-4 position of 4- acetoxyazetidinone derivative ( and ) by tetraallyltin () in the presence of 1/10 eq. of BF3-ether in methylene chloride is described. From 4-allylazetidinone derivative () via ylid intermediate () dethiathienamycin () was synthesized. 相似文献
17.
Photooxygenations of 4-2H-anisole () and o-xylene () by 3-methylpyridazine 2-oxide () or pyridine 1-oxide () were studied in a variety of solvents at varying irradiation temperatures. Remarkable solvent effect on NIH-shift coupled with their hydroxylation processes was observed. 相似文献
18.
R. Schwesinger K. Piontek W. Littke O. Schweikert H. Prinzbach C. Krüger Y.-H. Tsay 《Tetrahedron letters》1982,23(24):2427-2430
According to X-ray crystal structure analyses “cis-benzenetrisimine” () and “cis-benzenetrioxide” () act as tridentate ligands in their 2:1- and 4:1-complexes (Co(C6H9N3)2(NO3)3) and (Ba(C6H6O3)4(ClO4)2), resp. The latter is the rare example of an organic complex with the (approximate) T-symmetry. 相似文献
19.
Compounds and prepared from eugenol () and safrole () respectively were submitted to ozonation in methanol at 0°C. The 3-alkyl muconic acid dimethyl esters were produced from (~ 45%), while starting from the 3-alkyl muconic acid monomethyl esters were obtained regiospecifically (~ 75%). These latter compounds were transformed (~ 85%) into the 4,4-dialkyl butenolides . 相似文献
20.
Total synthesis of (±)-sesbanine () was carried out using γ-addition of ketene silyl acetal of methyl 3-cyclopentenecarboxylate to quaternized methyl nicotinate. The resulting 1,4-dihydropyridine () was oxidized with DDQ to give 4-substituted nicotinate () and was converted to alcohol () by stereoselective oxymercuration followed by treatment with ammonia to give . 相似文献