123083-82-9

Upstream product

• 69919-95-5 2-(3-methyl-4-methoxyphenyl)ethyl bromide 
• 487-51-4 4-carbethoxy-3-methyl-2-cyclohexen-1-one 
• 140408-06-6 ethyl 3-(4-methoxy-3-methylphenylethyl)-2-methyl-4-oxocyclohex-2-encarboxylate 

Downstream Products

• 3772-54-1 (+/-)-nimbiol methyl ether 
• 123083-81-8 2-(4-methoxy-3-methylphenylethyl)-1,3,3-trimethylcyclohexanol 
• 123083-83-0 2-(4-methoxy-3-methylphenylethyl)-3,3-dimethylcyclohexan-1-one 

Relevant academic research and scientific papers

INFLUENCE OF METHOXY- AND METHYL-AROMATIC SUBSTITUENS ON STEREOCHEMISTRY OF THE PRODUCTS IN THE ACID-CATALIZED CYCLIZATION OF 2-(2-ARYLETHYL)-1,3,3-TRIMETHYLCYCLOHEXANOLS: STEREOCONTROLLED TOTAL SYNTHESIS OF (+/-)- NIMBIDIOL AND (+/-)-NIMBIOL

The distributions of the trans- and the cis-podocarpatrienes (5c-g) and (6c-g) in the cyclialkylation reaction of the easily accesible cyclohexanols (4c-g) under a mild condition have been investigated.The cyclohexanol precursors having unactivated aromatic ring proceeds with high stereoselectivity leading to the respective trans-products, while the substrates with an electron donating methoxy or a methyl substituent with respect to the site of electrophilic attack result in the corresponding cis- and the trans-product mixtures.Consistent mechanisms for these stereochemical results have been advanced.Based on these results simple synthesis of the modified diterpenes (+/-)-nimbidiol (7) and (+/-)-nimbiolmethylether (18) have been realized.