128260-41-3

Upstream product

• 18172-67-3 beta-pinene 
• 49670-40-8 2-methanesulfonyloxybenzaldehyde 
• 127-91-3 (1S)-(-)-β-pinene 
• 128260-40-2 Methanesulfonic acid 2-[2-(6,6-dimethyl-bicyclo[3.1.1]hept-2-en-2-yl)-1-hydroxy-ethyl]-phenyl ester 

Downstream Products

• 128260-39-9 2-[6,6-Dimethyl-bicyclo[3.1.1]hept-(2E)-ylidene]-1-(2-hydroxy-phenyl)-ethanone 

Relevant academic research and scientific papers

Stereoselective synthesis of dimethylrobustadials

A stereoselective synthesis of the methyl ethers of robustadials A and B (24) is described. The crucial step is the amine-catalyzed cyclization of the enone 8b which leads to the products 9b and 10b with high diastereoselectivity. The choice of the amine

Reactions of β-Pinene with Aromatic Aldehydes

Aromatic aldehydes add to β-pinene under Lewis acid catalyzed Prins reaction conditions and yield the corresponding homoallylic alcohols.The reactions proceed in poor yield when electron donating substituents are present on the aromatic ring.

Stereoselective construction of the ring system of Robustadials

The spiro[3,4-dihydro-2H-1-benzopyran-2,2'-bicyclo[3.1.1]heptane] framework of natural products Robustadials was constructed in a homochiral form. The synthesis started from 1S-(-)-β-pinene, which was coupled to a substituted benzaldehyde using a Prins reaction, and incorporated a diastereoselective, Michael-type, intramolecular addition.