92007-38-0

Upstream product

• 51716-63-3 cis-bicyclo[3. 3. 0]octane-3,7-dione 
• 126-30-7 2,2-Dimethyl-1,3-propanediol 

Downstream Products

• 112755-94-9 (3a'R,6a'S)-5,5-dimethyltetrahydro-1'H-spiro[1,3-dioxane-2,2'-pentalen]-5'(3'H)-one 
• 51716-63-3 cis-bicyclo[3. 3. 0]octane-3,7-dione 

Relevant academic research and scientific papers

Versatile Route to centro-Substituted Triquinacene Derivatives: Synthesis of 10-Phenyltriquinacene

(Equation Presented) A versatile route to prepare centro-substituted triquinacene derivatives (1, R = various substituents), as exemplified by the preparation of 10-phenyltriquinacene (1, R = Ph), is reported. The quaternary, centro substituent (C-10) was installed by a trimethylsilyl chloride-promoted conjugate addition reaction of an organocuprate, derived from phenylmagnesium bromide, and the protected bicyclic enone (11). The resultant trimethylsilyl enol ether was then converted regioselectively to the C-2-allylated conjugate addition products (13, R = Ph). The allyl moiety, following oxidative cleavage of the carbon-carbon double bond, was used to elaborate the tricyclic ring system by an intramolecular aldol/ acetal deprotection reaction. The product of this reaction was then converted to the target compound using a standard series of functional group transformation reactions.

Synthesis of functionalized pentalenes via carbonyl-ene reaction and enzymatic kinetic resolution

The synthesis of functionalized pentalene derivatives is described. Bicyclo[3.3.0]octane-3,7-dione 5 (Weiss diketone) was converted in six steps into the silyl-protected 3-methylbicyclo[3.3.0]octenol 6, which was submitted to Lewis acid catalyzed carbonyl

SYNTHESIS OF cis-BICYCLOOCT-3-ENE-2,7-DIONE, A HIGHLY FUNCTIONALIZED CYCLOPENTANOID INTERMIDIATE

cis-Bicyclooct-3-ene-2,7-dione (1) has been synthesized either from cis-bicyclooctane-3,7-dione (2) or the -cycloadduct 10 of 5-trimethylsilylcyclopentadiene with dichloroketene.As anticipated, the conjugated double bond of acetal 9 act