93423-85-9

Upstream product

• 5323-87-5 3-Ethoxycyclohex-2-en-1-one 
• 23074-59-1 3-isobutoxycyclohex-2-en-1-one 
• 5292-43-3 bromoacetic acid tert-butyl ester 
• 75-16-1 methylmagnesium bromide 
• 58775-60-3 (4-Isobutoxy-2-oxo-cyclohex-3-enyl)-acetic acid tert-butyl ester 
• 58775-59-0 (4-Ethoxy-2-oxo-cyclohex-3-enyl)-acetic acid tert-butyl ester 

Downstream Products

• 104621-21-8 [(1S,2R)-2-Methyl-2-(2-methyl-propenyl)-4-oxo-cyclohexyl]-acetic acid tert-butyl ester 
• 93423-82-6 [(1R,2S)-2-Methyl-4-oxo-2-((Z)-1-trimethylsilanyl-propenyl)-cyclohexyl]-acetic acid 
• 104621-22-9 [(1S,2R)-2-Methyl-2-(2-methyl-propenyl)-4-oxo-cyclohexyl]-acetaldehyde 
• 122314-70-9 (1S,3S,4R)-4-(2-Hydroxy-ethyl)-3-methyl-3-(2-methyl-propenyl)-cyclohexanol 
• 93423-81-5 [(1S,2R)-2-Methyl-4-oxo-2-((Z)-1-trimethylsilanyl-propenyl)-cyclohexyl]-acetic acid tert-butyl ester 
• 108612-93-7 [2-Methyl-2-(2-methyl-propenyl)-4-oxo-cyclohexyl]-acetic acid tert-butyl ester 

Relevant academic research and scientific papers

Total Synthesis of ( +/-)-Cortisone. Double-Hydroxylation Reaction for Corticoid Synthesis

Total syntheses of (+/-)-cortisone and (+/-)-adrenosterone have been achieved in 18 steps with the aid of metal-assisted new synthetic sequences in particular, ene reaction and homoenolate chemistry.A novel double-hydroxylation reaction of enol silyl ethers leading to a single step construction of the dihydroxyacetone side chain in corticoids has been developed and applied to the synthesis of cortisone, cortexolone, and 16α-methylcortexolone.

STEREOSELECTIVE SYNTHESIS OF TRANS-HYDRINDANES BY INTERNAL VINYLSILANE ACYLATION

trans-Hydrindanediones (1, 3, and 15) have been synthesized in short steps through stereoselective introduction of vinylsilane units onto the cycloalkenones 5 or 10 followed by AgBF4-mediated internal acylation of the vinylsilane moiety.