35135-35-4

Upstream product

• 77784-01-1 (+/-)-4-(3,4-dimethoxyphenyl)-2-<2-(5,5-dimethyl-1,3-dioxan-2-yl)ethyl>-4-(2-methylaminoethyl)cyclohexan-1-one 2,2-dimethyltrimethyllene acetal 
• 216005-93-5 {2-[(R)-1-(3,4-Dimethoxy-phenyl)-4-oxo-cyclohex-2-enyl]-ethyl}-methyl-carbamic acid methyl ester 
• 53400-41-2 5,6,7,8-tetrahydroquinolin-5-one 
• 74-89-5 methylamine 
• 207515-77-3 {3-[(R)-8-[2-(tert-Butyl-diphenyl-silanyloxy)-ethyl]-8-(3,4-dimethoxy-phenyl)-1,4-dioxa-spiro[4.5]dec-6-en-6-yl]-prop-2-ynyl}-carbamic acid tert-butyl ester 
• 207515-76-2 {3-[(R)-3-[2-(tert-Butyl-diphenyl-silanyloxy)-ethyl]-3-(3,4-dimethoxy-phenyl)-6-oxo-cyclohex-1-enyl]-prop-2-ynyl}-carbamic acid tert-butyl ester 
• 207515-79-5 (3-{(R)-8-(3,4-Dimethoxy-phenyl)-8-[2-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-ethyl]-1,4-dioxa-spiro[4.5]dec-6-en-6-yl}-prop-2-ynyl)-carbamic acid tert-butyl ester 
• 207515-80-8 ((Z)-3-{(R)-8-(3,4-Dimethoxy-phenyl)-8-[2-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-ethyl]-1,4-dioxa-spiro[4.5]dec-6-en-6-yl}-allyl)-carbamic acid tert-butyl ester 
• 207515-68-2 Dithiocarbonic acid O-[(R)-5-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-5-(3,4-dimethoxy-phenyl)-2-oxo-cyclohexyl] ester S-methyl ester 
• 207515-81-9 {(Z)-3-[(R)-8-(2-tert-Butoxycarbonylamino-ethyl)-8-(3,4-dimethoxy-phenyl)-1,4-dioxa-spiro[4.5]dec-6-en-6-yl]-allyl}-carbamic acid tert-butyl ester 
• 207515-66-0 (R)-9-[2-(tert-Butyl-diphenyl-silanyloxy)-ethyl]-9-(3,4-dimethoxy-phenyl)-1,5-dithia-spiro[5.5]undecan-7-one 
• 207515-67-1 (R)-5-[2-(tert-Butyl-diphenyl-silanyloxy)-ethyl]-5-(3,4-dimethoxy-phenyl)-2,2-dimethoxy-cyclohexanol 
• 207515-75-1 (R)-4-[2-(tert-Butyl-diphenyl-silanyloxy)-ethyl]-4-(3,4-dimethoxy-phenyl)-2-iodo-cyclohex-2-enone 
• 207515-65-9 (R)-3-[2-(tert-Butyl-diphenyl-silanyloxy)-ethyl]-3-(3,4-dimethoxy-phenyl)-cyclohexanone 

Downstream Products

• 79517-20-7 (±)-tortuosamine 
• 93527-79-8 (+/-)-N-acetyltortuosamine 

Relevant academic research and scientific papers

Efficient Synthesis of (?)-Corynoline by Enantioselective Palladium-Catalyzed α-Arylation with Sterically Hindered Substrates

Sterically hindered substrates can be employed in an enantioselective palladium-catalyzed α-arylation with the chiral monophosphorus ligand BI-DIME. This process enabled an efficient synthesis of the antidepressant (S)-nafenodone, a four-step enantioselective synthesis of the Sceletium alkaloid (+)-sceletium A-4, a concise five-step enantioselective synthesis of (?)-corynoline, as well as a three-step preparation of (?)-DeN-corynoline.

Asymmetric synthesis of sceletium alkaloids: (-)-Mesembrine, (+)- sceletium a-4, (+)-tortuosamine and (+)-N-formyltortuosamine

Three procedures for the transformation of achiral 1-(3,4- dimethoxyphenyl)cyclohexene into enantiomerically pure 2-(3,4- dimethoxyphenyl)cyclohex-2-en-1-o1 have been established at first. Utilizing the (-)-cyclohexenol thus obtained, the four titled Sceletium alkaloids have been synthesized in the natural enantiomeric forms.

First enantiocontrolled synthesis of sceletium alkaloid A-4: Determination of the absolute configuration

Sceletium A-4, a pyridine alkaloid isolated from the Sceletium species, has been synthesized for the first time in an enantiocontrolled manner along with (-)-mesembrine, an alkaloid isolated from the same plant, starting from a chiral cyclohexadienone synthon to determine the absolute configuration.

Applications of Substituted Arylacetaldehydes in the Total Synthesis of Mesembrane Alkaloids. Part 2. An Alternative Systhesis of (+/-)-Sceletium Alkaloid A4

The substituted arylacetaldehydes (+/-)-2-(3,4-dimethoxyphenyl)pent-4-enal (1c) is shown to serve as a precursor in the total synthesis of the mesembrane alkaloid (+/-)-sceletium alkaloid A4.