Total synthesis of (+)-petromyroxol via tandem α-aminoxylation–allylation and asymmetric dihydroxylation–SN2 cyclization approach

Abstract

The total synthesis of (+)-petromyroxol, a tetrahydrofuran (THF)-diol fatty acid, isolated from sea lamprey larvae (Petromyzon marinus) is reported. The present synthesis employs a tandem α-aminoxylationallylation, cross metathesis and tandem asymmetric dihydroxylation–S_N2 cyclization as key steps.