474094-60-5

Upstream product

• 917-54-4 methyllithium 
• 474022-92-9 (S)-3-benzenesulfonyl-4-methylcyclohex-2-enone 
• 474022-90-7 (1S,4S)-3-Benzenesulfonyl-4-methyl-cyclohex-2-enol 
• 33475-09-1 1,2-dimethyl-1-cyclohexen-4-one 
• 950488-12-7 (S)-(-)-6-methylcyclohex-2-en-1-one 
• 474022-79-2 (3S,6S)-(3-methoxy-6-methylcyclohex-1-enesulfonyl)-benzene 
• 74-88-4 methyl iodide 

Downstream Products

• 950488-11-6 (2R,3R,4S)-2-iodo-3,4-dimethyl-3-(4-trimethylsilanylbut-3-ynyl)cyclohexanone 
• 82343-66-6 (3R,4S)-3,4-Dimethyl-2-methylene-3-(3-oxiranyl-propyl)-cyclohexanone 
• 82343-64-4 Carbonic acid (3R,4S)-3,4-dimethyl-3-(3-oxo-propyl)-cyclohex-1-enyl ester methyl ester 
• 82353-29-5 Carbonic acid (3S,4R)-3,4-dimethyl-3-(2-oxiranyl-ethyl)-cyclohex-1-enyl ester methyl ester 
• 82343-63-3 Carbonic acid (3S,4R)-3,4-dimethyl-3-(3-oxiranyl-propyl)-cyclohex-1-enyl ester methyl ester 
• 82343-67-7 (E)-6-((1R,6S)-3-Methoxycarbonyloxy-1,6-dimethyl-cyclohex-2-enyl)-hex-2-enoic acid methyl ester 
• 82343-65-5 Carbonic acid (3R,4S)-3,4-dimethyl-3-(4-oxo-butyl)-cyclohex-1-enyl ester methyl ester 
• 82343-62-2 Carbonic acid (3R,4S)-3,4-dimethyl-3-pent-4-enyl-cyclohex-1-enyl ester methyl ester 
• 82343-61-1 Carbonic acid (3R,4S)-3-but-3-enyl-3,4-dimethyl-cyclohex-1-enyl ester methyl ester 

Relevant academic research and scientific papers

Asymmetric approach toward chiral cyclohex-2-enones from anisoles via an enantioselective isomerization by a new chiral diamine catalyst

A 3-step asymmetric approach toward the optically active chiral cyclohex-2-enones from anisoles has been developed. The crucial asymmetric induction step is an unprecedented catalytic enantioselective isomerization of β,γ-unsaturated cyclohex-3-en-1-ones

Enantiospecific total synthesis of (-)-bakkenolide III and formal total synthesis of (-)-bakkenolides B, C, H, L, V, and X

A concise enantiospecific synthesis of (-)-bakkenolide III was accomplished from (S)-(+)-carvone. The key step involved radical cyclization of an iodoketone intermediate which afforded the cis-hydrindanone skeleton. Further synthetic transformations generated bakkenolide III, which also constitutes the formal total synthesis of (-)-bakkenolides, B, C, H, L, V, and X.

Chemical synthons and intermediates

The invention provides novel six and seven-carbon termini-differentiated polypropionate stereotetrads and stereopentads useful in syntheses of natural products. The invention also provides a novel alkylative sulfenylation-desulfonylation process that efficiently transforms enantiopure epoxyvinyl sulfones to syn and anti dienylsulfides in two operations.

Syntheses of highly substituted enantiopure C6 and C7 enones

Enantiopure epoxyvinyl sulfones SS-9a, SS-9b, produced from Jacobsen epoxidation of 2-phenylsulfonyl 1,3-cyclohexa- and cycloheptadiene, are used as a template for the construction of substituted cycloalkenones and as chiral synthetic equivalents of enone