18240-10-3

Usage

Synthesis Reference(s)

Journal of the American Chemical Society, 100, p. 2268, 1978 DOI: 10.1021/ja00475a068Tetrahedron Letters, 21, p. 1501, 1980 DOI: 10.1016/S0040-4039(00)92757-6

InChI:InChI=1/C8H14O/c9-7-6-8-4-2-1-3-5-8/h1-2,8-9H,3-7H2

Upstream product

• 100-40-3 4-ethenylcyclohexene 
• 68269-67-0 Tris-<2-(Δ³-cyclohexenyl)-aethyl>-boran 
• 5631-96-9 2-(2-chloroethoxy)-tetrahydro-2H-pyrane 
• 100-45-8 3-cyclohexene-1-carbonitrile 
• 10468-32-3 2-(cyclohex-3-en-1-yl)acetic acid 
• 125364-83-2 2-(cyclohexen-4-yl)methyl-1,3-oxathiolan-5-one 
• 65599-41-9 C₈H₁₃F₅Si^(2-)*2K⁽¹⁺⁾ 
• 18684-63-4 bicyclo[2.2.2]octan-2-ol 
• 7086-72-8 4-methyl-3-cyclohexene-1-acetyl chloride 
• 34960-41-3 3-cyclohexenylbromomethane 
• 4771-80-6 1,2,5,6-tetrahydrobenzoic acid 
• 72581-32-9 cyclohex-3-enylmethanol 
• 24480-99-7 cyclohex-3-enyl acetaldehyde 
• 34956-61-1 2-(cyclohex-3-en-1-yl)acetonitrile 

Downstream Products

• 31040-87-6 2-(Δ³-Cyclohexenyl)ethyl-thiocyanat 
• 60-12-8 2-phenylethanol 
• 10468-32-3 2-(cyclohex-3-en-1-yl)acetic acid 
• 7086-69-3 Cyclohexen-⁽³⁾-yl-essigsaeure-anilid 

Relevant academic research and scientific papers

The benzyl can be selectively removed by visible light or near visible light. Method for protecting allyl and propargyl group

The invention provides a method for selectively removing benzyl, allyl and propargyl protecting groups by visible light or near visible light, namely a substrate containing benzyl, allyl or propargyl protecting groups. The method has the advantages of simple operation, safe and clean visible light or near visible light as excitation conditions, cheap and easily available reagents, high reaction yield, high reaction chemistry and regional selectivity, and is suitable for selective removal of benzyl, allyl and propargyl protecting groups in various substrates.

Catalytic Aza-Wacker Annulation: Tuning Mechanism by the Activation Mode of Amide and Enantioselective Syntheses of Melinonine-E and Strychnoxanthine

An unprecedented N-substituent of the amide was found to be crucial for the successful annulation to establish 2-azabicyclo[3.3.1]nonane and other ring skeletons in good yield. The novel catalytic aza-Wacker annulation methodology was further illustrated

A process for preparing β - phenyl ethyl alcohol

The invention discloses a method for preparing beta-phenethyl alcohol. According to the method, acetic acid-3-butene-1-alcohol ester and 1,3-butadiene are adopted as raw materials, and the preparation of beta-phenethyl is finished by adopting Diels-Alder, hydrolysis and dehydrogenation reactions. lewis acid supported by fullerol as a carrier is adopted as the catalyst for the Diels-Alder reaction, the atom utilization rate is high, the total yield can reach 87%-95%, the purity of products can reach 99.92wt%-99.98wt%, and an oxidation reaction process and a high-pressure hydrotreatment reaction process are not adopted, so that the production process is safe and environmentally friendly.

Model studies on the synthesis of madangamine alkaloids. Assembly of the macrocyclic rings

Using simplified model derivatives, the assembly of the macrocyclic rings of madangamines, including the 13- and 14-membered D rings of madangamines C-E, the all-cis-triunsaturated 15-membered D ring of madangamine A, and the (Z,Z)-unsaturated 11-membered E ring common to madangamines A-E, has been studied.

PS-COD and PS-9-BBN: Polymer-supported reagents for solution-phase parallel synthesis

(Chemical Equation Presented) 1,5-Cyclooctadiene was deprotonated under LICKOR conditions and reacted with Merrifield resin to afford an immobilized cyclooctadiene in high yield. This polymer is effective as a halogen scavenger, while hydroboration leads to a supported 9-BBN analogue. The latter exhibits similar regioselectivity to 9-BBN in olefin hydroboration.

Selective conversion of enol ethers into alcohols in the presence of alkenes using Hg(OAc)2-NaBH4

Alkyl enol ethers derived from aldehydes undergo selective oxymercuration-demercuration with aqueous Hg(OAc)2-NaBH4 in the presence of an alkene in good to excellent yield. This method allows the survival of mono-, trans and cis di-, and tri-substituted alkenes as well as cyclic alkenes.

Total syntheses of (±)-agelasimine-A, (±)-agelasimine-B, and (±)-purino-diterpene and the structure of diacetylagelasimine-A

A full account is given of the first racemic syntheses of agelasimine-A (1a) and agelasimine-B (2a), adenine-related bicyclic diterpenoids isolated from the marine sponge Agelas mauritiana. Central synthetic features include a highly stereoselective const

Hydroborations, reductions and reductive iodinations using BHI2:N(C2H5)2Ph complex

The BHI2:N(C2H5)2Ph complex, prepared by the reaction of BH3:N(C2H5)2Ph with I2, is useful for hydroboration of alkenes, reduction of amides, iodination of alcohols, reductive iodination of carboxylic acids, aldehydes and ketones. Selective hydroboration of monosubstituted olefin over disubstituted olefinic moiety and terminal olefin over internal alkyne moiety have been achieved using this reagent. Carboxylic esters and nitriles are not affected by this reagent. Selective hydroboration of 1-alkenes and selective reductive iodination of cyclohexanone are achieved in the presence of ester and nitrile functional groups.

Free-radical based cycloalkanol synthesis and annulation from thioacetal precursors

A general procedure for the synthesis of diverse cyclopentanols via free-radical cyclization of unsaturated 1,3-oxathiolanes and 1,3-oxathiolan-5-ones is described.The scope of these reactions, including preliminary rate studies that indicate that the 1,3-oxathiolan-5-ones cyclize at a useful rate (1.4*106 M-1s-1 at 80 deg C), has been examined.This permits the rapid assembly, by intramolecular annulation, of various additional ring systems, including bicyclooctanols, bicyclononanols, and bicyclooctanols for use in total synthesis. Key words: radical cyclization, oxathiolanes, oxathiolanones.

Oxidative Cleavage of Carbon-Silicon Bonds by Dioxygen: Catalysis by a Flavin-Dihydronicotinamide Redox System

Carbon-silicon bonds in alkyloxy- or fluoro-silanes readily undergo cleavage by dioxygen (molecular oxygen), catalysed by tetra-acetylriboflavin (5-10 molpercent) in the presence of N-benzyl-1,4-dihydronicotinamide as reductant, together with fluoride ions as an essential additive.