R. Henly et al., THE INFLUENCE OF PROTECTING GROUPS ON LIPASE-CATALYZED TRANSESTERIFICATIONS - ENZYMATIC RESOLUTION OF RACEMIC CIS-1,3-CYCLOPENTANEDIOL DERIVATIVES, Tetrahedron letters, 34(18), 1993, pp. 2923-2926
The enzyme catalyzed acetylation of racemic cis-1,3-cyclopentanediol d
erivatives (+/-)-2a-d in vinyl acetate is greatly influenced by the si
ze of protecting groups at the additional trans-4-hydroxymethyl functi
on. The highest regio- and enantioselectivities were obtained using th
e diol substrate protected with the bulky triphenylmethyl (trityl) gro
up.