J. Gustafsson, J. Sandström, O. Sterner
Feb 1, 1995
Citations
0
Influential Citations
8
Citations
Journal
Tetrahedron-asymmetry
Abstract
Abstract Racemic 5-hydroxy-2-methyl-6-(diethoxymethyl)-1-cyclohexenecarbaldehyde [(±)- 5 ] was resolved by enantioselective transesterification with vinyl acetate in cyclohexane catalysed by lipase from Candida antarctica . The absolute stereochemistry of the acetate obtained was determined by CD technique. The products were used to synthesise both enantiomers of 6-methylbicyclo[4.1.0]hept-2-ene-1,2-dicarbaldehyde ( 7 ), an analogue of the bioactive sesquiterpene isovelleral ( 1 ). The mutagenic activity of the three dialdehydes in the Ames' Salmonella/microsome assay is compared.