Absolute configuration and chiroptical properties of 8-methyl-1-decalones

Abstract

(8S,9R,10S)-(+)- and (8R,9R,10S)-(–)-8-methyl-1-decalones were prepared and their absolute configurations were determined by a kinetic resolution method. The contribution of the methyl substituent was octant consignate but different in magnitude for the axial and equatorial groups, though they were nearly mirror images with respect to the horizontal symmetry plane of the carbonyl group. The trans-decalone (3) was less stable than the cis-isomer (15). This agreed well with the result from conformational analysis.