128260-39-9

Upstream product

• 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 
• 49670-40-8 2-methanesulfonyloxybenzaldehyde 
• 128260-41-3 Methanesulfonic acid 2-[2-(6,6-dimethyl-bicyclo[3.1.1]hept-2-en-2-yl)-acetyl]-phenyl ester 
• 160618-26-8 (1R)-2-(6,6-dimethylbicyclo<3.1.1>hept-2-ylidene)-1-(2-(methanesulfonyloxy)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

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.