573702-90-6

Upstream product

• 52340-78-0 (R,R)-hydroxybenzoin 
• 13482-22-9 4-hydroxycyclohexanone 
• 637-88-7 1,4-Cyclohexanedione 
• 556-48-9 1,4-Cyclohexanediol 
• 2325-10-2 (S,S)-hydrobenzoin 

Downstream Products

• 569316-28-5 (2S,3S)-8-Hydroxy-2,3-diphenyl-1,4-dioxa-spiro[4.5]dec-7-ene-7-carboxylic acid methyl ester 
• 573702-89-3 (2S,3S)-8-Oxo-2,3-diphenyl-1,4-dioxa-spiro[4.5]dec-6-ene-7-carboxylic acid methyl ester 
• 569316-27-4 (2S,3S)-2,3-Diphenyl-1,4-dioxa-spiro[4.5]decan-8-one 

Relevant academic research and scientific papers

Synthesis of agarofuran antifeedants. Part 6: Enantioselective synthesis of a key decalinic intermediate

The asymmetric synthesis of a template decalin precursor in the synthesis of polyhydroxylated agarofuran sesquiterpenes is described via a Lewis acid catalysed addition of furan to an activated cyclohexenone directed by an adjacent chiral ketal moiety.

Stereoselective conjugate addition directed by an enantiomerically pure ketal. Preparation of the cyclohexanone fragment of N-methylwelwitindolinone C isothiocyanate

A cyclohexanone intermediate to be employed in the synthesis of the marine natural product N-methylwelwitindolinone C isothiocyanate has been prepared. The synthesis is diastereoselective for the production of the C12 quaternary center, which is obtained via a conjugate addition reaction directed by an adjacent chiral, nonracemic ketal. A single crystal X-ray analysis of a derivative of the final product established the absolute stereochemistry at C12.