Am. Riley et Bvl. Potter, L-ALPHA-PHOSPHATIDYL-D-MYO-INOSITOL 3,5-BISPHOSPHATE - TOTAL SYNTHESIS OF A NEW INOSITOL PHOSPHOLIPID VIA MYOINOSITOL ORTHOACETATE, Tetrahedron letters, 39(37), 1998, pp. 6769-6772
The synthesis from myo-inositol of a newly-discovered inositol phospho
lipid, phosphatidylinositol 3,5-bisphosphate [PtdIns(3,5)P-2], is desc
ribed. The synthetic strategy, employing inter alia, a trimethylalumin
ium-mediated regioselective cleavage of a protected inyo-inositol orth
oacetate followed by an optical resolution using (R)-(-)-5-oxo-2-tetra
hydrofurancarboxylate esters, allows rapid access to dipalmitoyl PtdIn
s(3,5)P-2. (C) 1998 Elsevier Science Ltd. All rights reserved.