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The synthesis from myo-inositol of a newly-discovered inositol phospholipid, phosphatidylinositol 3,5-bisphosphate [PtdIns(3,5)P 2 ], 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)P 2 .

Type

Journal article

Journal

Tetrahedron Letters

Publication Date

10/09/1998

Volume

39

Pages

6769 - 6772