117106-83-9

Upstream product

• 174788-38-6 4-hydroxymethyl-3-methyl-2-cyclohexene-1-ol 
• 487-51-4 4-carbethoxy-3-methyl-2-cyclohexen-1-one 
• 58403-93-3 4-hydroxymethyl-3-methyl-2-cyclohexen-1-one 
• 18162-48-6 tert-butyldimethylsilyl chloride 

Downstream Products

• 174788-39-7 4-(tert-butyldimethylsilyloxy)methyl-3,3-dimethylcyclohexanone 
• 150665-29-5 4-(tert-butyldimethylsilyloxy)methyl-3,3-dimethyl-2-formyl(dimethylacetal)cyclohexanone 
• 174788-15-9 4-(tert-Butyl-dimethyl-silanyloxymethyl)-2-dimethoxymethyl-1,3,3-trimethyl-cyclohexanol 

Relevant academic research and scientific papers

Dihydrofurans from α-diazoketones: Facile rearrangement of donor-acceptor cyclopropanes

The direct synthesis of dihydrofurans 7, 11, and 23-25 from α-diazoketones 3, 8, and 20-22 is described. The cyclopropane intermediates generated upon treatment of the α-diazoketones with metal catalysts in the presence of ethyl vinyl ether rearranged spo

A cycloaddition approach to tricyclic taxoid skeletons

A cycloaddition approach to the functionalized tricyclo[9.3.1.03,8]pentadecene skeleton contained in Taxol is described. The cyclohexenone 13 was converted as illustrated to the nitrile-aldehyde 24 to which the diene and acetylenic side chains were attached by sequential nucleophilic additions. Removal of the trimethylsilyl protecting group and Dess-Martin oxidation afforded the triene 35. Microwave-assisted thermal cyclization stereoselectively generated the tricyclic ketone 36 whose structure was further established by conversion to the aromatic system 37 upon treatment with 2,3-dichloro-5,6-dicyano-1,4-benzoquinone (DDQ). An epoxidation sequence was developed to introduce the epimeric C13 alcohol 47 as required for this cycloaddition strategy. Alternatively, an allylic oxidation (CrO3, 3,5-dimethylpyrazole) afforded the C13 ketone 49.