606129-01-5

Upstream product

• 606128-69-2 (1S,2S,5S,6R,7S)-3-benzenesulfonyl-6-(tert-butyldimethylsilanyloxy)-5,7-dimethylcyclohept-3-ene-1,2-diol 
• 606128-53-4 (1S,2S,7S)-(4-benzenesulfonyl-2,7-dimethylcyclohepta-3,5-dienyloxy)-tert-butyldimethylsilane 
• 606128-32-9 (1R)-(3-benzenesulfonylcyclohepta-2,4-dienyloxy)-trimethylsilane 
• 606128-51-2 (1S, 2S, 7S)-4-Benzenesulfonyl-2,7-dimethylcyclohepta-3,5-dienol 
• 606128-49-8 (1S, 2S, 7S)-2,7-Dimethyl-4-phenylsulfanylcyclohepta-3,5-dienol 
• 606128-45-4 (1R, 2S)-2-Methyl-5-phenylsulfanylcyclohepta-3,5-dienol 
• 882-33-7 diphenyldisulfane 
• 69739-34-0 t-butyldimethylsiyl triflate 
• 606128-99-8 (1S,4S,5R,6R,7S)-2-benzenesulfonyl-5,7-bis-(tert-butyldimethylsilanyloxy)-4,6-dimethylcyclohept-2-enol 
• 74-88-4 methyl iodide 

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.

Functionality propagation by alkylative oxidation of cross-conjugated cycloheptadienyl sulfones

Getting the most out of sulfur. Enantiopure epoxyvinyl sulfone 1 is transformed to syn- and anti-dienyl sulfones 2 and 3, respectively, by means of a nucleophilic methylation/sulfenylation/directed elimination reaction sequence. Compound 2 has been converted into termini-differentiated seven-carbon polypropionate segments found in five biologically significant natural products.