123522-71-4

Upstream product

• 121811-29-8 ethyl 2-methyl-3-oxopentanoate 
• 123522-69-0 ((R)-6-Methyl-1,4-dioxa-spiro[4.5]dec-6-yl)-methanol 
• 123522-79-2 tert-Butyl-((R)-6-methyl-1,4-dioxa-spiro[4.5]dec-6-ylmethoxy)-diphenyl-silane 
• 123522-80-5 (R)-2-(tert-butyldiphenylsiloxymethyl)-2-methylcyclohexanone 
• 123522-76-9 3-((R)-6-Methyl-1,4-dioxa-spiro[4.5]dec-6-yl)-2-phenylselanyl-propionic acid methyl ester 
• 123522-68-9 methyl (1'R)-3-<2'-(ethylenedioxy)-1'-methylcyclohexyl>prop-2-enoate 
• 123522-75-8 methyl (R)-3-(6-methyl-1,4-dioxaspiro[4.5]decan-6-yl)propanoate 
• 123522-78-1 (R)-6-Methyl-1,4-dioxa-spiro[4.5]decane-6-carbaldehyde 
• 53068-89-6 (R)-(+)-2-(2'-carbomethoxyethyl)-2-methylcyclohexanone 
• 203726-07-2 (2Z)-(+)-ethyl 2-methyl-3-[(S)-α-methylbenzylamino]-2-pentenoate 
• 203726-10-7 (S)-1,3-Dimethyl-2-oxo-cyclohex-3-enecarboxylic acid ethyl ester 
• 238421-67-5 (4R,6S)-4-(tert-butyldiphenylsilyloxymethyl)-5,6-dihydroxy-4,7-dimethyloctanal ethylene acetal 
• 238421-69-7 (4R)-4-(tert-butyldiphenylsilyloxymethyl)-4-methyl-5-oxoheptanal ethylene acetal 
• 238421-68-6 (2R)-2-(tert-butyldiphenylsilyloxymethyl)-2-methylpentanedial 5-ethylene acetal 

Downstream Products

• 117479-71-7 (+)-Cassiol 
• 123522-74-7 (S)-4-(tert-Butyl-diphenyl-silanyloxymethyl)-3-[(E)-2-(2,2-dimethyl-[1,3]dioxan-5-yl)-vinyl]-2,4-dimethyl-cyclohex-2-enone 
• 123522-73-6 (R)-6-(tert-Butyl-diphenyl-silanyloxymethyl)-1-[(E)-2-(2,2-dimethyl-[1,3]dioxan-5-yl)-vinyl]-2,6-dimethyl-cyclohex-2-enol 

Relevant academic research and scientific papers

2(3H)-and 2(5H)-furanones. VII. Chirality transfer on the tetronic acid templates

The chirality transfer on the β-tetronic acid templates has been examined via highly diastereoselective alkylation or the Michael reaction at the α-position of the acids. Synthetic utility of this transfer procedure was demonstrated by the formal synthesis of (+)-cassiol and enantiodivergent synthesis of O-methyljoubertiamine.

A short enantioselective synthetic route to (+)-cassiol

A formal total synthesis of (+)-cassiol (2) from ethyl α-methylpropionylacetate (3) was achieved through the application of asymmetric Michael reaction.

FIRST TOTAL SYNTHESIS OF (+)-CASSIOL. A POTENT ANTIULCEROGENIC COMPOUND

The first total synthesis of (S)-(+)-Cassiol (2) is described.