Jm. Torresvalencia et al., PREPARATION OF (2R,3S)-(-)-2,3-EPOXY-2-METHYLBUTANOIC ACID AND (2S,3R)-(-2,3-EPOXY-2-METHYLBUTANOIC ACID AND SOME OF THEIR ESTERS()), Tetrahedron : asymmetry, 6(7), 1995, pp. 1611-1616
Enantiomerically pure (2R,3S)-(-)- and (2S,3R)-(+)-2,3-epoxy-2-methylb
utanoic acids 7 and 8 were prepared from 2-methyl-2-butenoic acid 1 (t
iglic acid). They were characterized by spectroscopic and optical acti
vity data and their absolute configuration was determined by chemical
correlation with (R)-(+)- and (S)-(-)-2-methyl-1,2-butanediols. The co
rresponding methyl (16 and 17), menthyl (3 and 4), and 9 alpha-angeloy
loxy-1-oxolongipin-2-en-7 beta-yl (14 and 15) esters were also prepare
d.