237736-41-3

Upstream product

• 108-05-4 vinyl acetate 
• 32222-49-4 endo-bicyclo<3.2.1>oct-3-en-2-ol 
• 614-45-9 tert-Butyl peroxybenzoate 
• 823-02-9 bicyclo[3.2.1]oct-2-ene 
• 497-38-1 2-norbornanone 
• 39762-77-1 endo-bicyclo<3.2.1.>oct-3-en-2-yl acetate 
• 57722-40-4 2-trimethylsilyloxybicyclo<2.2.1>hept-2-ene 
• 99957-00-3 Trimethyl-((1S,2S,4S,5R)-tricyclo[3.2.1.0^2,4]oct-2-yloxy)-silane 
• 3212-77-9 bicyclo<3.2.1>oct-3-en-2-one 
• 237752-68-0 (+)-4-Acetoxybicyclo[3.2.1]oct-2-ene 

Downstream Products

• 319906-87-1 (-)-(1R,5S)-4-Benzyloxymethylbicyclo[3.2.1]oct-3-en-2-one 
• 319906-88-2 (-)-(1R,4R,5S)-4-Benzyloxymethylbicyclo[3.2.1]octan-2-one 
• 319906-86-0 (+)-(1R,2S,5R)-2-Benzyloxymethylbicyclo[3.2.1]oct-3-en-2-ol 

Relevant academic research and scientific papers

Asymmetric allylic oxidation of bridged-bicyclic alkenes using a copper-catalysed symmetrising-desymmetrising Kharasch-Sosnovsky reaction

Enantioselective symmetrising-desymmetrising allylic oxidation of racemic bridged bicyclic alkenes using an asymmetric copper-catalysed Kharasch-Sosnovsky reaction has been explored. Good yields and reasonable levels of induction (up to 70% ee) have been

Diastereodivergent synthesis of the C9-cyclopentanone chiral building blocks

Diastereodivergent synthesis the C9-cyclopentanone chiral building block, serving as the non-tryptamine moiety of the Corynanthe type indole alkaloids and the related natural products, and its diastereomer has been developed from racemic norcamphor by employing lipase-mediated resolution via an allylic acetate intermediate having a bicyclo[3.2.1]octane framework. A potential of the latter diastereomer has been demonstrated by its conversion into (-)-semburin, a monoterpene isolated from Swertia japonica previously and obtained from the C9-block.

A lipase-mediated route to (+)-juvabione and (+)-epijuvabione from racemic norcamphor

(+)-Juvabione and (+)-epijuvabione, natural sesquiterpenes exhibiting insect juvenile hormone activity, have been synthesized from (±)-norcamphor via the both enantiomeric intermediates having bicyclo[3.2.1]octane framework by employing a lipase-mediated kinetic ester-hydrolysis reaction and cyclopropane ring-expansion reaction as the key steps.

Concurrent resolution and oxidation of an allylic acetate and its utilization in the diastereocontrolled synthesis of some cyclopentanoid monoterpenes

Racemic endo-4-acetoxybicyclo[3.2.1]oct-2-ene furnishes enantiopure (+)- bicyclo[3.2.1] oct-3-en-2-one and its dihydro derivative leaving enantiopure (+)-endo-4-acetoxybicyclo[3.2.1]oct-2-ene in a phosphate buffer solution in the presence of a lipase (Can