905976-93-4

Upstream product

• 115869-43-7 (tert-butyldiphenylsilanyloxy)acetaldehyde 
• 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 
• 55145-45-4 4-(tert-butyldimethylsilyloxy)cyclohexanone 

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.