E. Mizuguchi et al., LIPASE-CATALYZED SYNTHESIS OF OPTICALLY-ACTIVE N,N,N,-TRIMETHYLETHANAMINIUM, ALPHA-TOCOPHEROL ANALOG MDL-73404, Synlett, (11), 1994, pp. 929-930
Optically active ,5,7,8,-heptamethyl-2H-1-benzopyran-2-ethanaminium 4-
methylbenzene-sulfonate MDL-73404 was synthesized by kinetic resolutio
n of racemic chromanethanols with lipase. The unnecessary (R)-chromane
thanol as by-product of resolution was inverted to the (S)-isomer that
could be treated as substrate for repeated lipase-catalyzed resolutio
n.