73803-32-4

Upstream product

• 100052-57-1 2-Hydroxymethylen-5-tert-butyl-cyclohexanon-81) 
• 73925-26-5 <(4-tert-Butylcyclohexyliden)methyl>-phenyl-sulfoxid 
• 936-99-2 3-tert-butylcyclohexanone 
• 98-53-3 4-tercbutyl-cyclohexanone 
• 108-22-5 Isopropenyl acetate 
• 19245-69-3 cis-2-hydroxy-4-tert-butylmethylenecyclohexane 

Downstream Products

• 128749-69-9 (1R,2R,4R)-4-tert-Butyl-1-hydroxymethyl-cyclohexane-1,2-diol 
• 128749-69-9 (1S,2R,4R)-4-tert-Butyl-1-hydroxymethyl-cyclohexane-1,2-diol 
• 68211-39-2 cis 4-tert-butyl-2-methoxymethylene cyclohexane 
• 466635-89-2 (+)-cis-(1R,5R)-2-methylene-5-t-butylcyclohexanol 
• 5937-40-6 trans-5-(1,1-dimethylethyl)-2-methylcyclohexanone 

Relevant academic research and scientific papers

Diastereoselective and enantioselective lipase-catalyzed hydrolysis of stereoisomeric 2-methylene, 5-t-butylcyclohexyl acetates

cis- and trans-2-Methylene-5-t-butylcyclohexanols are obtained in high (>90%) e.e. through Rabbit Gastric Lipase (RGL)-catalyzed acylation or hydrolysis of the stereoisomeric racemic alcohols or their corresponding acetates. Since these reactions were diastereomer-selective, enantiomerically enriched cis- and trans-5-t-butyl-2-methylenecyclohexanols could also be prepared from cis/trans isomeric mixtures.

Stereoselective Synthesis of Alcohols, I Synthesis of One-Carbon Homologous Allyl Alcohols from Aldehydes or Ketones

The high yield conversion of aldehydes and ketones 2 to the one-carbon homologous allyl alcohols 3 is achieved by condensation to the vinyl sulfoxides 7, isomerisation to the allyl sulfoxides 9, and subsequent sigmatropic rearrangement.

Stereoselective Synthesis of Alcohols, IV Conformational Factors Determining the Stereochemistry of the Allyl Sulfoxide/ Allyl Sulfenate-Rearrangement

The stereochemistry of the sigmatropic rearrangement of the conformationally rigid allyl sulfoxides 5 revealed a 6.2 fold preference for axial formation of the new C-O-bond.This preference dominates the 3.1 fold preference for an exo-versus endo-tran