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

RSC Advances Pub Date: 2015-07-17 DOI: 10.1039/C5RA10405J

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–SN2 cyclization as key steps.

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