905976-86-5

Upstream product

• 171734-48-8 tert-butyl(dimethyl)({(1S)-4-[(trimethylsilyl)oxy]cyclohex-3-en-1-yl}oxy)silane 
• 58479-61-1 tert-butylchlorodiphenylsilane 
• 138499-16-8 2-[(tert-butyldiphenylsilyl)oxy]ethanol 
• 115869-43-7 (tert-butyldiphenylsilanyloxy)acetaldehyde 
• 55145-45-4 4-(tert-butyldimethylsilyloxy)cyclohexanone 
• 905976-89-8 1-((5S)-5-{[tert-butyl(dimethyl)silyl]oxy}-2-oxocyclohexyl)-2-{[tert-butyl(diphenyl)silyl]oxy}ethyl methanesulfonate 
• 905976-88-7 (4S)-4-{[tert-butyl(dimethyl)silyl]oxy}-2-(2-{[tert-butyl(diphenyl)silyl]oxy}-1-hydroxyethyl)cyclohexanone 
• 905976-87-6 (2E,4S)-4-{[tert-butyl(dimethyl)silyl]oxy}-2-(2-{[tert-butyl(diphenyl)silyl]oxy}ethylidene)cyclohexanone 
• 905976-90-1 (4S,6E)-4-{[tert-butyl(dimethyl)silyl]oxy}-6-(2-{[tert-butyl(diphenyl)silyl]oxy}ethylidene)cyclohex-1-en-1-yl trifluoromethanesulfonate 
• 13170-43-9 (trimethylsilyl)methylmagnesium chloride 

Downstream Products

• 367487-78-3 [3S-(1E,3β,5α)]-[3-fluoro-5-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-2-methylenecyclohexylidene]ethanol 
• 905976-91-2 tert-butyl{[(2E)-2-((3S,5R)-5-{[tert-butyl(dimethyl)silyl]oxy}-3-fluoro-2-methylenecyclohexylidene)ethyl]oxy}diphenylsilane 

Relevant academic research and scientific papers

Enantioselective synthesis of a key "A-ring" intermediate for the preparation of 1α-fluoro vitamin D3 analogues

1α-Fluoro A-ring dienol 2, a useful building block for the preparation of fluorinated vitamin D3 analogues, was synthesized in eight steps from 4-{[tert-butyldimethylsilyl]oxy}-cyclohexanone. The most distinctive synthetic development to emerge from this new synthesis is an unprecedented substrate-controlled diastereoselective fluorodesilylation of an advanced dienylsilane intermediate. This is the first enantioselective route to compound 2 relying on the use of an electrophilic fluorinating reagent.