53. Synthetic Studies Directed toward the Pseurotins. Part II. Synthesis of Related Highly Functionalized Furan-3(2H)-ones

Article abstract of DOI:10.1002/hlca.19900730229

The synthesis of 2,2-bis(hydroxymethyl)-4-methyl-5-phenylfuran-3(2H)-one (9), 5-<(1S,2S,Z)-1,2-(ethylidenedioxy)hex-3-enyl>-2,2-bis(hydroxymethyl)-4-methylfuran-3(2H)-one (24), and 5-<(1S,2S,Z)-1,2-(ethylidenedioxy)hex-3-enyl>-2-(hydroxymethyl)-4-methylfuran-3(2H)-one (28), which represent more advanced, suitably functionalized intermediates for the synthesis of pseurotin A (1), a secondary metabolite of Pseudeurotium ovalis Stolk, is described.