The title compound has been synthesized by a facile route starting from 4-pentyn-1-ol.
The enantioselectivity was attained by a strategy involving a lipase-catalyzed acetylation
of a solid-phase immobilized long chain α-hydroxy acid. Another important feature
of the synthesis was the formulation of an efficient HgO-catalyzed O-methylation of
the α-hydroxy acids which proceeded without any racemization. The alkylation protocol
was also highly efficient for selective mono-methylation/benzylation of symmetrical
diols.
O-alkylation biocatalyst - enantioselective synthesis - demospongic acid
