80868-36-6

Upstream product

• 128797-15-9 4-Oxo-decahydro-naphthalene-1-carboxylic acid (1R,2S,5R)-2-[1-(4-methoxy-phenyl)-1-methyl-ethyl]-5-methyl-cyclohexyl ester 
• 13139-86-1 4-methoxyphenyl magnesium bromide 
• 89-82-7 pulegone 
• 152481-87-3 (2S,5R)-2-[1-(4-Methoxy-phenyl)-1-methyl-ethyl]-5-methyl-cyclohexanone 

Downstream Products

• 680580-85-2 Acetic acid (1R,2S,5R)-2-[1-(4-methoxy-phenyl)-1-methyl-ethyl]-5-methyl-cyclohexyl ester 
• 1383941-68-1 C₂₇H₄₄O₂ 
• 1428424-05-8 (1R,2S,5R)-5-methyl-2-(2-(4-(octyloxy)phenyl)propan-2-yl)cyclohexanol 
• 1428424-06-9 (1R,2S,5R)-5-methyl-2-(2-(4-(octyloxy)phenyl)propan-2-yl)cyclohexyl 3-oxocyclohex-1-enecarboxylate 
• 1428424-07-0 (1S,6S)-(1R,2S,5R)-5-methyl-2-(2-(4-(octyloxy)phenyl)propan-2-yl)cyclohexyl 5-oxobicyclo[4.2.0]octane-1-carboxylate 
• 1428424-08-1 (1R,6R)-(1R,2S,5R)-5-methyl-2-(2-(4-(octyloxy)phenyl)propan-2-yl)cyclohexyl 5-oxobicyclo[4.2.0]octane-1-carboxylate 
• 1428424-13-8 (3aS,3bS,7aS,7bR)-(1R,2S,5R)-5-methyl-2-(2-(4-(octyloxy)phenyl)propan-2-yl)cyclohexyl 7-oxodecahydro-1H-cyclopenta[3,4]cyclobuta[1,2]benzene-3b-carboxylate 
• 186045-31-8 4-Oxo-piperidine-1-carboxylic acid (1R,2S,5R)-2-[1-(4-methoxy-phenyl)-1-methyl-ethyl]-5-methyl-cyclohexyl ester 
• 680580-87-4 Acetic acid (1R,2S,5R)-2-(1-{4-[6-(tert-butyl-dimethyl-silanyloxy)-hexyloxy]-phenyl}-1-methyl-ethyl)-5-methyl-cyclohexyl ester 
• 680580-84-1 Acetic acid (1R,2S,5R)-2-{1-[4-(6-hydroxy-hexyloxy)-phenyl]-1-methyl-ethyl}-5-methyl-cyclohexyl ester 
• 680580-83-0 (-)-8-[(p-methoxy)phenyl]menthyl acetate 
• 152481-94-2 (1R,2S,5R)-(+)-2-(1-methyl-1-p-methoxyphenylethyl)-5-methylcyclohexyl dichloroacetate 

Relevant academic research and scientific papers

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.

SYNTHESIS OF THIOALDEHYDES HAVING OPTICALLY ACTIVE ALKOXY MOIETY AND THEIR ASYMMETRIC HETERO DIELS-ALDER REACTION

Optically active α-alkoxycarbonylthioaldehydes (2a-g) were prepared using 8-arylmenthols as chiral auxiliaries.Their asymmetric hetero Diels-Alder reactions with cyclopentadiene gave the endo cycloadducts (3 and 4) and exo cycloadducts (5 and 6) with moderate diastereomeric excesses.However, the major endo cycloadducts (3b-g) were isolated in optically pure form.This is the first chiral synthesis of 2-thiabicyclohept-5-ene ring system.The absolute configuration of the cyclic carbonate (12), which was prepared from the major endo cycloadduct (3c) via the epimerization, or the minor exo compound (6c), was determined as 1R by X-ray analysis.The cycloadduct (3c) was trasformed to a potential intermediate (14) for the synthesis of carbocyclic homonucleosides.

Asymmetric Two-Fold Michael Reaction. Synthesis of Optically Active 4-Substituted 1-Decalones from Trimethylsilyl Enol Ether of 1-Acetylcyclohexene

Acrylates having a chiral auxiliary react with the trimethylsilyl enol ether of 1-acetylcyclohexene in the presence of Et2AlCl to give 4-substituted 1-decalones with 0-70percent diastereoselectivity.The absolute stereostructure of the decalones have been determined by applying the exciton chirality method to the dibenzoate derivative.