L-α-phosphatidyl-D-myo-inositol 3,5-bisphosphate: Total synthesis of a new inositol phospholipid via myo-inositol orthoacetate

Article abstract of DOI:10.1016/S0040-4039(98)01422-1

The synthesis from myo-inositol of a newly-discovered inositol phospholipid, phosphatidylinositol 3,5-bisphosphate [PtdIns(3,5)P₂], is described. The synthetic strategy, employing inter alia, a trimethylaluminium-mediated regioselective cleavage of a protected myo- inositol orthoacetate followed by an optical resolution using (R)-(-)-5-oxo- 2-tetrahydrofurancarboxylate esters, allows rapid access to dipalmitoyl PtdIns(3,5)P₂.