Prasad, Kavirayani R and Chandrakumar, Appayee and Anbarasan, Pazhamalai (2006) Asymmetric synthesis of both enantiomers of \alpha-methyl-\alpha-methoxyphenylacetic acid from L-(+)-tartaric acid: formal enantioselective synthesis of insect pheromone (-)-frontalin. In: Tetrahedron: Asymmetry, 17 (13). pp. 1979-1984.
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Both antipodes of a-methyl-a-methoxyarylacetic acid derivatives were prepared from a common chiralpool precursor L-(+)-tartaric acid. The key step involves the addition of Grignard reagents to 1,4-diketones derived from tartaric acid. The utility of this strategy was applied in the formal enantioselective synthesis of pine beetle pheromone (-)-frontalin.
|Item Type:||Journal Article|
|Additional Information:||Copyright of this article belongs to Elsevier.|
|Department/Centre:||Division of Chemical Sciences > Organic Chemistry|
|Date Deposited:||07 Nov 2006|
|Last Modified:||19 Sep 2010 04:32|
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