Chemoenzymatic synthesis of homochiral (R)- and (S)-karahanaenol from (R)-limonene |
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| Authors: | Roy A |
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| Institution: | Plantation Products and Flavor Technology Discipline, Central Food Technological Research Institute, Mysore 570 013, India. |
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| Abstract: | Terpinolene oxide, a monoterpene belonging to the p-menthane group, is easily derived from naturally abundant (R)-limonene. It was isomerized with montmorillonite clay catalyst to karahanaenone (2,2, 5-trimethylcyclohept-4-en-1-one) by ring enlargement. The enantiomers of the corresponding alcohol, karahanaenol (2,2, 5-trimethylcyclohept-4-en-1- ol), known for their individual organoleptic properties, were resolved through Pseudomonas cepacia lipase mediated enantiospecific alcoholysis of its acetate derivative. |
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