82031-71-8

Upstream product

• 286-20-4 cyclohexane-1,2-epoxide 
• 4440-01-1 lithium phenylacetylide 
• 932-87-6 1-Bromo-2-phenylacetylene 
• 1460-57-7 trans-1,2-cyclohexandiol 
• 286-20-4 cyclohexene oxide 
• 536-74-3 phenylacetylene 

Downstream Products

• 36449-64-6 trans-2-(2-phenylethyl)clohexanol 
• 112399-74-3 trans-1-(allyloxy)-2-(phenylethynyl)cyclohexane 
• 612040-73-0 (1R,2S)-2-(phenylethynyl)cyclohexan-1-ol 
• 36449-64-6 (-)-trans-2-phenethyl-cyclohexanol 
• 114383-31-2 (+/-)-phthalic acid mono-(trans-2-phenylethynyl-cyclohexyl ester) 
• 19634-93-6 (+)-cis-2,3,4,4a,10,10a-hexahydro-1H-phenanthren-9-one 
• 16306-39-1 (-)-cis-1,2,3,4,4a,9,10,10a-octahydro-phenanthrene 
• 134786-37-1 cis-1-tosyloctahydro-1H-indole-2-carboxylic acid 

Relevant academic research and scientific papers

Asymmetric Induction via a Helically Chiral Anion: Enantioselective Pentacarboxycyclopentadiene Br?nsted Acid-Catalyzed Inverse-Electron-Demand Diels-Alder Cycloaddition of Oxocarbenium Ions

An enantioselective catalytic inverse-electron-demand Diels-Alder reaction of salicylaldehyde acetal-derived oxocarbenium ions and vinyl ethers to generate 2,4-dioxychromanes is described. Chiral pentacarboxycyclopentadiene (PCCP) acids are found to be effective for a variety of substrates. Computational and X-ray crystallographic analyses support the unique hypothesis that an anion with point-chirality-induced helical chirality dictates the absolute sense of stereochemistry in this reaction.

Synthesis of 2,3-dihydro-1: H -pyrroles by intramolecular cyclization of N -(3-butynyl)-sulfonamides

Hydroamination of 3-butynamine derivatives to give non-aromatic 2,3-dihydropyrroles was achieved by using PdCl2 or AuCl as the catalyst. With microwave-assisted heating, up to 92% isolated yield was obtained from this intramolecular 5-endo-dig

Synthesis of propargylic and allenic carbamates via the C-H amination of alkynes

Propargylic amines are important intermediates for the synthesis of nitrogen-containing heterocycles. The insertion of a nitrene into a propargylic C-H bond has not been explored, despite the attention directed toward the Rh-catalyzed amination of other t

Synthesis of heterocyclic systems by transition-metal-catalyzed cyclization-migration reactions - A diversity-oriented strategy for the construction of spirocyclic 3(2H)-furanones and 3-pyrrolones

Two platinum(II)-catalyzed heterocyclization-migration reactions that provide five-membered heterocycle products are described. With 5 mol-% of PtCl2 as a catalyst, 2-alkynyl-2-hydroxy carbonyl compounds 1 are converted into 3(2H)-furanones 2 a

Cyclization reactions of homopropargyl azide derivatives catalyzed by PtCl4 in ethanol solution: Synthesis of functionalized pyrrole derivatives

PtCl4-catalyzed cyclization reactions of homopropargyl azide derivatives to pyrrole rings were investigated. Using ethanol as solvent with 2,6-di-tert-butyl-4-methylpyridine as the base was found to be the best set of conditions for effecting this ring-closing reaction. These reaction conditions can be applied to the preparation of functionalized pyrrole derivatives, with no effect on the functional groups.

Boron trifluoride-tetrahydrofuran complex: A superior trigger for the Yamaguchi-Hirao alkylation of lithio-acetylides by epoxides

Use of BF3·THF complex in place of the usual BF3·OEt2 analogue in the Yamaguchi-Hirao alkylation of lithio-acetylides 2 by monosubstituted epoxides 3 gives consistently superior isolated yields (ca. 90%) of homopropargylic

A practical titanium-catalyzed synthesis of bicyclic cyclopentenones and allylic amines

A practical titanium-catalyzed synthesis of bicyclic cyclopentenones and allylic amines is described. The process converts enyne substrates to iminocyclopentenes using 10 mol % of the air- and moisture-stable precatalyst Cp2TiCl2 in the presence of n-BuLi and triethylsilyl cyanide. The resulting iminocyclopentenes can be hydrolyzed to cyclopentenones in good yields or reduced to allylic silylamines with Red-Al or DIBALH. Treatment of the crude silylamines with acetyl chloride allows isolation of allylic amides in excellent yields.

Stereo- and regioselective metal salt-catalyzed alkynylation of 1,2-epoxides

A simple, efficient, stereoselective, and highly regioselective method for the synthesis of β-hydroxyacetylenes by the direct opening of 1,2-epoxides with lithium acetylides in anhydrous THF, in the presence of metal salts, is described. This new method a

SYNTHESIS OF α-ALKYLIDENE-γ-LACTONES BY INTRAMOLECULAR ADDITION OF ALKOXYCARBONYL FREE-RADICALS TO ACETYLENES

α-Alkylidene-γ-lactones are obtained by treatment of chloroformate and selenocarbonate derivatives of homopropargylic alcohols with tri-n-butylstannane.