Highly regioselective lipase-catalyzed acetylation and hydrolysis of acyclic α,α′-alkenediols and their diacetates
Highly regioselective transformation of acyclic α,α′- alkenediols and their corresponding diacetates to monoacetates using lipase was accomplished. The acetylation of the α,α′-alkenediol regioselectively gave (E)-monoacetate, whereas the (Z)-monoacetate were obtained by hydrolysis of the α,α′-diacetate.
A convenient synthesis of the (E)-monoacetates of 2-alkylidenepropane-1,3- diols
Various kinds of 3-substituted (E)-2-(hydroxymethyl)prop-2-enyl acetates were conveniently obtained in excellent yields by the regiospecific acetylation of 2-alkylidenepropane-1,3-diols with 10 equivalents of vinyl acetate in the presence of 50% w/w porcine pancreatic lipase (PPL) type II; the starting materials or (Z)-monoacetate or diacetate byproducts were generally not present. Georg Thieme Verlag Stuttgart.
Regiospecific acetylation of substituted α,α′- benzylidenedimethanols with vinyl acetate using porcine pancreas lipase
Acetylation of substituted α,α′-benzylidenedimethanols with 10 equivalents of vinyl acetate in the presence of 50 w/w% of porcine pancreas lipase (PPL) type II regiospecifically proceeded to afford only the corresponding E-monoacetates in excellent yields