4802-43-1

Upstream product

• 498-66-8 norborn-2-ene 
• 917-54-4 methyllithium 
• 931-64-6 bicyclo<2.2.2>oct-2-ene 
• 3212-77-9 2-Oxobicyclo<3.2.1>oct-3-ene 
• 80976-66-5 exo-3-chloro-4-hydroxybicyclo<3.2.1>oct-2-ene 
• 4802-37-3 Acetic acid (1R,5S)-bicyclo[3.2.1]oct-3-en-2-yl ester 
• 823-02-9 bicyclo[3.2.1]oct-2-ene 
• 3212-76-8 dl-endo-Bicyclo<3.2.1>oct-3-en-2yl p-Nitrobenzoat 
• 3212-76-8 exo-(axial)-Bicyclo<3.2.1>octen-(3)-yl-(2)-p-nitro-benzoat 
• 3635-94-7 endo-tricyclo<3.2.1.0^2,4>oct-6-ene 
• 50626-34-1 bicyclo[2.2.1]hept-5-en-2-ylmethyl 4-methylbenzenesulfonate 
• 20507-56-6 bicyclo<2.2.2>oct-5-ene-2-exo-carboxylic acid 
• 823-02-9 bicyclo[3.2.1]oct-2-ene 
• 4802-43-1 axial-Bicyclo<3.2.1>octen-(3)-ol-(2) 

Downstream Products

• 1965-38-4 Bicyclo<3.2.1>octan-exo-2-ol 
• 4802-43-1 exo-bicyclo<3.2.1>oct-3-en-2-ol 
• 32222-49-4 endo-bicyclo<3.2.1>oct-3-en-2-ol 
• 80976-45-0 anti-bicyclo<3.2.1>octa-2,6-dien-4-one p-toluenesulfonylhydrazone 
• 80976-48-3 bicyclo<3.2.1>oct-3-en-2-one p-toluenesulfonylhydrazone 
• 88158-52-5 exo-bicyclo<3.2.1>oct-3-en-2-yl mesitoate 

Relevant academic research and scientific papers

Rearrangement of Bicyclooct-2-en-6-yl and Benzobicyclooctenyl Cations

The ketones 9, 27, and 51 were prepared by modified or novel routes.The analogous tosylhydrazones 10, 28, and 52 were photolyzed in 0.5 N NaOH to generate the carbocations 15, 34, and 53, respectively, by way of diazonium precursors. 2,3-Unsaturati

ORBITAL CONTROL OF STEREOCHEMISTRY IN ACID-CATALYSED ADDITION REACTIONS OF ENDO-TRICYCLO2.4>OCT-6-ENE

The reaction of endo-tricyclo2.4>oct-6-ene 1 with methanol in the presence of catalytic amounts of toluene-p-sulphonic acid has been shown to give 2-exo- and endo-methoxybicyclooct-3-ene (2c) and (2d) and 2-endo-methoxybicyclooct-6-ene (13).The formation of 2-exo-methoxybicyclooct-3-ene (2c), the major product of reaction, has been probed by deuterium labelling experiments and a series of 6-exo-7-exo-dideuterobicyclooct-3-enes synthesised for (2)H, (1)H and (13)C NMR spectral analysis in order unambiguously to determine the stereochemistry of proton attack on endo-tricyclo2.4>oct-6-ene ( 1).The formation of 2-exo-methoxybicyclooct-3-ene (2c) has been determined to involve corner protonation of the cyclopropyl moiety and skeletal rearrangement to an allylic cation with a small but measurable memory effect.

Alkylation of Allylic Derivatives. 8. Regio- and Stereochemistry of Alkylation of Allylic Carboxylates with Lithium Methylcyanocuprate

Alkylation of 5-methyl-2-cyclohexenyl acetate (1-OAc) with lithium methylcyanocuprate (LiCu(CN)Me) is regiospecific (>90 percent excess γ-alkylation) and sterospecific (>95 percent anti alkylation).In the bicyclooct-3-en-2-yl system (3), alkylation is stereoselective (both isomers give exo alkylation) and regiospecific (excess γ-alkylation).Alkylation of trans-α-methyl-γ-mesitylallyl acetate (8-OAc) with LiCu(CN)Me gives 57 percent α- and 43 percent γ-alkylation as compared to >97 percent α-alkylation with LiCuMe2.Mechanistic implications are discussed.

Srtructure and Reactivity of Bicycloocta-2,6-dien-4-ylidene and Bicyclooct-2-en-4-ylidene. Nucleophilicity of Vinylcarbenes

Carbocyclic carbenes, bicycloocta-2,6-dien-4-ylidene (1) and bicyclooct-2-en-4-ylidene (2), were generated by photolysis of the corresponding diazo compounds, 6 and 10, which were prepared by careful vacuum pyrolysis of the sodium salts of t