Synthesis of Optically Active 2-Furylmethanols as Useful Chiral Building Blocks and Its Application to the Synthesis of (5R,6S)-6-Acetoxyhexadecan-5-olide and (+)-Disparlure
Kinetic resolution of racemic secondary 2-furylmethanols using catalytic amounts of the titanium(IV)-tartrate complex was achieved successfully, providing optically active 2-furylmethanols (80 - >98percent ee) and corresponding pyranones. (S)-1-(2-Furyl)undecanol (1f) was utilised as a chiral building block in the synthesis of (5R,6S)-6-acetoxyhexadecan-5-olide and (+)-disparlure.