322640-07-3

Upstream product

• 89-82-7 pulegone 
• 3315-91-1 4-biphenylylmagnesium bromide 
• 92-66-0 4-bromo-1,1'-biphenyl 

Downstream Products

• 322640-57-3 (E)-9-(3-Isopropyl-2-methoxy-phenyl)-6-methyl-3-oxo-non-6-enoic acid (1S,2S,5R)-2-(1-biphenyl-4-yl-1-methyl-ethyl)-5-methyl-cyclohexyl ester 
• 322640-14-2 (-)-8-(4-phenylphenyl)menthol 
• 322640-22-2 (1S,2S,5R)-2-(1-Biphenyl-4-yl-1-methyl-ethyl)-5-methyl-cyclohexanol 

Relevant academic research and scientific papers

Stereoselective cathodic synthesis of 8-substituted (1R,3R,4S)-menthylamines

The electrochemical generation of menthylamines from the corresponding menthone oximes equipped with an additional substituent in position 8 is described. Due to 1,3-diaxial interactions a pronounced diastereoselectivity for the menthylamines is found.

Chiral auxiliaries for asymmetric radical cyclization reactions: application to the enantioselective synthesis of (+)-triptocallol.

[figure: see text] A series of epimeric 8-aryl menthyl derivatives 5a-d and 6a-l, prepared from the same chiral source (R)-pulegone, were employed as chiral auxiliaries in the asymmetric radical cyclization reactions of beta-keto esters mediated by Mn(OAc)3. Chiral precursors 8c and 8d provided the cyclization products 10c and 10d, respectively, as single isomers (dr > 99:1), whereas the cyclization of precursor 9k gave 13k with good stereoselectivity (dr = 24:1). Diastereomer 13e was employed as the key intermediate in the enantioselective synthesis of (+)-triptocallol in 90% ee.