128298-81-7

Upstream product

• 1076-82-0 cis-4-tert-Butyl-2-bromocyclohexanone 
• 98-53-3 4-tercbutyl-cyclohexanone 
• 7360-39-6 1-acetoxy-4-tert-butylcyclohexene 
• 19980-19-9 4-t-butyl-1-trimethylsilyloxy-1-cyclohexene 
• 57466-12-3 4-tert-butyl-1-methoxycyclohexene 
• 5234-62-8 4-tert.-Butyl-cyclohex-3-en-1-on 
• 100190-34-9 (S)-4-tert-butyl-1-(trimethylsilyloxy)cyclohexene 
• 37720-52-8 4-tert.-Butyl-2-hydroperoxy-cyclohex-3-en-1-on 

Downstream Products

• 128226-87-9 (R)-3,3,3-Trifluoro-2-methoxy-2-phenyl-propionic acid (1R,5R)-5-tert-butyl-2-oxo-cyclohexyl ester 
• 128658-62-8 (R)-3,3,3-Trifluoro-2-methoxy-2-phenyl-propionic acid (1S,5S)-5-tert-butyl-2-oxo-cyclohexyl ester 

Relevant academic research and scientific papers

Preparation of α-oxygenated ketones by the dioxygenation of alkenyl boronic acids

Two in two: Dioxygenation of alkenyl boronic acids has been achieved with N-hydroxyphthalimide. The two-step process involves etherification of an alkenyl boronic acid with N-hydroxyphthalimide followed by a [3,3] rearrangement. The dioxygenated product can then be hydrolyzed to form either the corresponding α-hydroxy ketone or the α-benzoyloxy ketone. Copyright

An efficient α-hydroxylation of carbonyls using the HOF·CH3CN complex

The complex HOF·CH3CN, made directly from fluorine and aqueous acetonitrile, was used for α-hydroxylation of various ketones, esters and acids via their trimethyl silyl enol ethers. The reaction is usually complete in a few minutes at room temperature or below and has high yields.

Synthesis of α-hydroxy ketones using a HOF·MeCN complex

The complex, HOF·MeCN made directly by bubbling fluorine through aqueous acetonitrile, reacts quickly and efficiently with enolic forms of ketones to produce α-hydroxy ketones.

ASYMMETRIC DEPROTONATION OF PROCHIRAL KETONES USING CHIRAL LITHIUM AMIDE BASES

A number of chiral secondary amines have been prepared and used as precursors to the corresponding chiral lithium amide bases.Treatment of either cis-2,6-dimethylcyclohexanone or 4-tert-butylcyclohexanone with a chiral lithium amide, followed by electrophilic quench, gives chiral products in up to 88 percent enantiomeric excess.The results with 4-tert-butylcyclohexanone are in disagreement with an earlier literature report, giving products of lower enantiomeric excess but higher optical rotation.

Chiral products via asymmetric deprotonation of 4-tert-butylcyclohexanone using chiral lithium amide bases

The asymmetric deprotonation of 4-tert-butylcyclohexanone using chiral lithium amide bases gives derived silyl enol ether products in up to 88% ee.