69153-91-9

Upstream product

• 36203-40-4 3,3,6,6-tetramethylbicyclo[3.1.1]heptan-2-one 
• 73368-32-8 (R)-(+)-2,2-Dimethyl-4-(2-bromo-2-propyl)cyclohexanone 
• 67779-29-7 2-Methyl-4-isopropenyl-6-n-butylthiomethylen-cyclohexanon 
• 74-88-4 methyl iodide 
• 118710-90-0 (2R,4R)-(-)-2-methyl-4-isopropenylcyclohexanone 

Downstream Products

• 73395-40-1 (1R,4R)-(+)-2,2-Dimethyl-4-tert-butylcyclohexan-1-ol 
• 73395-38-7 (R)-(+)-2,2-Dimethyl-4-tert-butylcyclohexanone 
• 73368-34-0 (S)-3,3,3-Trifluoro-2-methoxy-2-phenyl-propionic acid (1R,4R)-4-tert-butyl-2,2-dimethyl-cyclohexyl ester 
• 73395-39-8 (1S,4R)-(+)-2,2-Dimethyl-4-tert-butylcyclohexan-1-ol 
• 69153-89-5 (4S)-2,2-dimethyl-4-deuteriocyclohexanone 
• 73368-33-9 (R)-(+)-2,2-Dimethyl-4-(1-methyl-1-cyclopropyl)cyclohexanone 

Relevant academic research and scientific papers

Optical rotatory dispersion studies. 132. Conformational isotope effect in deuterium-substituted cyclohexanones

The observed temperture dependence of the circular dichroism spectra of (3R)-2,2-dimethyl-3-deuteriocyclohexanone (1), (4S)-2,2-dimethyl-4-deuteriocyclohexanone (2), and (5S)-2,2-dimethyl-5-deuteriocyclohexanone (3) is interpreted as reflecting a conforma

Synthesis of Chiral Conformationally Fixed Cyclohexanones

Two syntheses of (R)-(+)-2,2-dimethyl-4-tert-butylcyclohexanone (1) are presented.Related 4-alkylcyclohexanones (intermediates in the syntheses) bear other (potential) conformational anchoring groups.The key steps in the syntheses are the opening of the cyclobutane ring of (+)-3,3-dimethylnopinone (10) by either pyrolysis or reaction with BBr3.The high optical purity of the final compound was determined by analysis of the 19F NMR spectrum of the diastereomeric ester mixture obtained from the reaction of alcohol (+)-14b with (S)-(+)-MTPA chloride