852108-67-9

Upstream product

• 852108-54-4 (2S,3S,6S)-6-azido-2,3-isopropylidenedioxycyclohexan-1-one 
• 852108-52-2 (1S,2S)-3-chloro-1,2-O-isopropylidenecyclohex-3-ene-1,2-diol 
• 852108-58-8 (2S,3S,6S)-6-chloro-2,3-isopropylidenedioxycyclohexan-1-one 
• 743444-64-6 (1S,2S,3R,4S)-3-chloro-3,4-epoxy-1,2-O-isopropylidenecyclohexane-1,2-diol 
• 743444-66-8 (2S,3S,6R)-6-hydroxy-2,3-isopropylidenedioxycyclohexanone 
• 852108-53-3 Methanesulfonic acid (3aS,5R,7aS)-2,2-dimethyl-4-oxo-hexahydro-benzo[1,3]dioxol-5-yl ester 
• 86992-79-2 (1S,2S)-3-Chloro-cyclohexa-3,5-diene-1,2-diol 
• 176166-15-7 cis-(1S,2S)-1,2-dihydroxy-3-chlorocyclohex-3-ene 

Downstream Products

• 852108-68-0 (2S,3S,6S)-6-azido-2-(tert-butyldimethylsilyloxy)-3-hydroxycyclohexan-1-one 

Relevant academic research and scientific papers

Chemoenzymatic synthesis of enantiopure α-substituted cyclohexanones from aromatic compounds

A series of chiral α-substituted cyclohexanones have been synthesized from chemoenzymatically produced chlorocyclohexadienediol. These highly functionalized ketones can be used in the total synthesis of diverse natural products, such as bengamides. A study of the reactivity of α- chlorooxiranes, common intermediates in the synthetic scheme, showed that under nucleophilic opening conditions an intermediate chloroketone may or may not form, depending on the nature of the nucleophiles present in the reaction medium. The stereochemical outcome of this reaction is presented.