633294-41-4

Upstream product

• 633294-30-1 (1R,3S,5R)-1-(tert-butyldimethylsilyloxy)-5-(tert-butyldiphenylsilyloxy)-3-trimethylsilyloxy-2-methylenecyclohexane 
• 633294-15-2 tert-butyl-[(1R,2R,4R,6S)-4-iso-propenyl-1-methyl-7-oxabicyclo[4.1.0]hept-2-yloxy]dimethylsilane 
• 633294-17-4 (1S,3R,5R,6R)-5-(tert-butyldimethylsilyloxy)-6-methyl-7-oxabicyclo[4.1.0]heptan-3-ol 
• 2622-05-1 allylmagnesium bromide 
• 633294-34-5 (2R,4R,6S)-2-(tert-butyldimethylsilyloxy)-4-(tert-butyldiphenylsilyloxy)-6-trimethylsilyloxy-cyclohexanone 

Downstream Products

• 633294-46-9 (1S,2S,3R,5R)-2-allyl-3-(tert-butyldimethylsilyloxy)-5-(tert-butyldiphenylsilyloxy)-2-(2-methoxyethoxymethoxy)cyclohexanol 
• 633294-44-7 (1S,2R,4R,6S)-1-allyl-1-(2-methoxyethoxymethoxy)-2-(tert-butyldimethylsilyloxy)-4-(tert-butyldiphenylsilyloxy)-6-trimethylsilyloxycyclohexane 

Relevant academic research and scientific papers

Stereoselective synthesis of enantiomerically pure, orthogonally protected 2-methylenecyclohexane-1,3,5-triols and 2,4,6-trihydroxycyclohexanones

The triply silyl protected 2-methylenecyclohexane-1,3,5-triols 1a-c (C-1: tert-butyldimethylsilyl, TBDMS; C-3: trimethylsilyl, TMS; C-5: tert-butyldiphenylsilyl, TBDPS) were prepared from (R)-(-)-carvone in seven synthetic steps (overall yields: 29-53%). Ozonolysis in the presence of triethylamine yielded the triply protected 2,4,6-trihydroxycyclohexanones 2a-c (85%-quant.). The configuration of the products was proven by NOESY studies and by chemical correlation.