476331-57-4

Upstream product

• 476331-56-3 (1R,2R,5S)-2-benzenesulfonyl-5-methyl-cyclohex-3-enol 
• 89-82-7 pulegone 
• 476331-52-9 (1R,5R)-2-benzenesulfonyl-5-methyl-cyclohex-2-enol 
• 476331-65-4 (1R,5R)-5-Methyl-2-phenylsulfanyl-cyclohex-2-enol 
• 157639-01-5 (R)-5-methyl-2-(phenylthio)cyclohex-2-en-1-one 
• 88154-77-2 (5R)-5-methyl-2-(phenylsulfinyl)cyclohexan-1-one 
• 101693-93-0 (5R)-5-methyl-2-(phenylthio)cyclohexan-1-one 
• 308358-04-5 (6R)-2,2,6-trimethyl-1-oxaspiro[2.5]octan-4-one 

Downstream Products

• 476331-55-2 (1S,5S,6S)-2-benzenesulfonyl-5-methyl-7-oxa-bicyclo[4.1.0]hept-2-ene 
• 476331-61-0 (1S,4R,5S,6S)-3-benzenesulfonyl-5-(tert-butyl-dimethyl-silanyloxy)-4,6-dimethyl-cyclohex-2-enol 
• 476331-51-8 (1S,2S,3S,6R)-5-benzenesulfonyl-2,6-dimethyl-cyclohex-4-ene-1,3-diol 
• 476331-60-9 (1S,2R,3R,6R)-5-benzenesulfonyl-2,6-dimethylcyclohex-4-ene-1,3-diol 
• 476331-59-6 (1R,2R,3S,6R)-5-benzenesulfonyl-2-methyl-7-oxa-bicyclo[4.1.0]hept-4-en-3-ol 
• 476331-58-5 (1S,6S)-3-benzenesulfonyl-6-methylcyclohexa-2,4-dienol 

Relevant academic research and scientific papers

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.

Synthesis of termini-differentiated 6-carbon stereotetrads: An alkylative oxidation strategy for preparation of the C21-C26 segment of apoptolidin

(graph presented) Two methods have been developed for the synthesis of epoxide 36. The first uses (+)-pulegone 25 as an enantiopure starting material and introduces the requisite intricacy of target 22 in 12 operations. The second method employs an enanti