The Application of Allyl as a Protecting Group in the Preparation Of Dinucleoside Carbonate

Inthepastseveralyears,antisenseoligonucleotidesandtheanalogueshavebeenproposedasanewclassofpharmaceuticals.Thetechnologyofantisenseisbasedontheantisensenucleotidesbindingtothetargetsequence(sensestrand)bybase-pairingtoinhibitgeneexpression'.Amajoradvantageofthestrategyisinthepotentialspecificityofaction.Theoretically,ifthenucleotidesequenceofthetargetmoleculeisknown,itispossibletowritedowndirectlythecorrespondentstructureofantisensestrand.However,inordertomakethisstrategysuccessful,theantisens…     

Partial Synthesis of Macrolide Alkaloid Euonine

Themaerolidealkaloideuonine1wasisolatedfromtheplantofEuonymussiebO~l-zandwasalsofoundinsmallqUantitiesinTripterygiumwiffordiiHookf",whichiswidelydistributedthroughoutChinaitshowedmarkeddepressanteffectSonhUInoralmediatedimmunityusinghemolysinreactionsasindicesandonDNCBinduceddelayedhypersensluvityreactiononthesldninfaceandalsoexhibitedverypotentdrugsensihzerachvitytoleukendacells.Sincethecontentofenonineisexceedinglylowintheseplants,wetriedandsucceededinPreppingitfromthealkaloidwilforgine…     

Synthesis based on β-phenylethylamines. IX. Synthesis of sulfides of β-phenylethylamines and of N-benzyltetrahydroisoquinolines

New bimolecular sulfur-containing -phenylethylamines and N-benzyltetrahydroisoquinolines have been synthesized from formyl derivatives of diaryl sulfides. The possibility of using metals as catalysts for obtaining diaryl sulfides in the reaction of ortho-substituted benzaldehydes with SCl₂ has been shown for the first time.Institute of the Chemistry of Plant Substances, Academy of Sciences of the Republic of Uzbekistan, Tashkent, fax (3712) 89 14 75. Translated from Khimiya Prirodnykh Soedinenii, No. 5, pp. 731–735, September–October, 1995. Original article submitted November 11, 1994.     

Synthesis of Alkoxysilanes Bearing β—Diketone Group through Hydrosilylation

Alkoxysilane bearing diketone group was synthesized by hydrosilylation of 3-allyl acetylacetone. It was indicated by the ^1H NMR spectrum that the C=O group does not interfere with the synthesis.     

Use of Di‐tert‐butyl‐dicarbonate Both as a Protecting and Activating Group in the Synthesis of Dipeptides

Amide formation from amino acids was achieved in an easy and convenient one‐pot procedure using di‐tert‐butyl dicarbonate both as a protecting and an activating agent. A number of dipeptides have been synthesized in good yields.     

The Reaction of β-Aminoenones with Cyanamide. A High Efficient Synthesis of 2-Aminopyrimidines

β-aminoenones react with cyanamide, molar ratio 1:2, to yield 2-aminopyrimidines in nearly quantitative yields.     

Addition of Organocuprates to Ketoketenimines. Synthesis of β-enaminoketones

Base-induced ring cleavage of 3-unsubstituted isoxazolium salts followed by reaction of the resulting ketoketenimine with organocuprates affords asymmetric β-enaminoketones in high yields.     

Polyenolates of Unsaturated Carboxylic Acids in Synthesis. Synthesis of Unsaturated α-Amino Acids and β-Hydrazing Acids

Regioselective reaction of lithium diene-and triene-diolates 1 and 2 with O-diphenylphosphinyl hydroxylamine affords unsaturated α-amino acids 3 and 4. Addition to DEAD leads selectively to γ-hydrazino unsaturated acids 5 and 6.     

Synthesis of β-Amino Phosphonates in One-Pot Procedure

Abstract: β-amino phosphonate derivatives are synthesized in one-pot procedure via reduction of β-enamino phosphonate intermediates with NaBH₄/acetic acid or trifluoroacetic acid.     

A Concise Synthesis of Monoterpene Pyridine Alkaloid Aucubinine B

Aucubinine B (4), a monoterpene alkaloid obtained from the metabolites of aucubin in the presence of human intestinal bacteria, has been synthesized from 3-bromo-4-pyridinecarboxaldehyde (5) in four steps with 39% overall yield. The construction of the cyclopenta[c]pyridine intermediate (7) was realized by an intramolecular Heck reaction.     

Total Synthesis of Tetrahydroquinoline Alkaloid （＋）-Angustureine

( )-(S)-Angustureine was synthesized using a CuI-catalyzed coupling reaction of iodobenzene with an enantiopure β-amino ester as the key step. The overall yield is 36% in 7 linear steps.     

Synthesis of A Natural Cytotoxic Alkaloid Artabotrine and its Analogue

Artabotrine 1 (Figure 1) was isolated from Artabotrys zeylanicus Hook.f. & Thoms., an endemic mainly in Sri Lanka1. The spectral data and single crystal X-ray analysis indicated that artabotrine is a novel and comparatively rare alkaloid characterized with N-methoxylated 4,5-dioxoaporphine, since most of the reported 4,5-dioxoaporphines are N-methylated or no substituted2-11. This highly oxidized aporphine alkaloid was found to possess notable inhibitory activity on P-388 leukemia cell lin…     

Modified Coumarins. 12. Synthesis of 3,4-Cycloannelated Coumarin β-D-Glucopyranosides

O--D-Glucopyranosides were synthesized using 3,4-cycloannelated hydroxycoumarins as aglycons. Phenolic hydroxyls were O-glycosylated via condensation of coumarin potassium salts with acetobromoglucose in homogeneous medium and in a liquid-liquid system using a phase-transfer catalyst.     

The Effect of Cyclodextrins in Polymer Particles Synthesis

The free radical polymerization of styrene in water in the presence of β-cyclodextrin (β-CD) is described.It is found that β-CD could greatly accelerate the polymerization,enhance the final conversion of monomer.The particle-size distribution of the final polymer is also improved than that without β-CD in the system.     

Synthesis of Unsymmetrical β-Arylaminoketones

Azomethines derived from aniline were condensed with acetophenone derivatives to obtain new unsymmetrical -arylaminoketones.     

New Synthesis of β-Iodostyrenes

A general procedure for the synthesis of -iodostyrenes is proposed. Aromatic aldehyde and ketone hydrazones are converted into the corresponding -iodostyrenes by treatment with CHI₃ in the presence of a catalytic amount of CuCl.     

Synthesis of β-Stannyl Esters

A synthesis of β-stannyl esters from ester enolates and iodomethyl (tri-n-butyl) stannane (3) is described.     

Protecting group free, stereocontrolled synthesis of β-halo-enamides

Enamides, dienamides, and enynamides are important building blocks in synthetic, biological, and medicinal chemistry as well as materials science. Despite the extensive breath of their potential utility in synthetic chemistry, there is a lack of simple, high-yielding methods to deliver them efficiently and as single isomers. In this paper, we present a novel, protecting group free, efficient, and stereoselective approach to the generation of β-halo-enamides. The methodology presented provides a robust synthetic platform from which E- or Z-enamides can be generated in good yields and with complete stereocontrol.     

The Synthesis of Polyfluoroalkylbiphenyl

Polyfluoroalkylated biphenyl was obtained from reaction of benzene with R_FI/Na_2S_2O_4 using cetyltrimethylammonium bromide (CTAB) as PTC followed by dehydrogenation with DDQ in 38-43% yield.