Volume 20, Issue 18
Natural Products
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ChemInform Abstract: Facile Diacylation of Glycidyl Tosylate. Chiral Synthesis of Symmetric-Chain Glycerophospholipids.

S. ALI

S. ALI

Dep. Chem., Queens Coll., City Univ. New York, Flushing, NY 11367, USA

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R. BITTMAN

R. BITTMAN

Dep. Chem., Queens Coll., City Univ. New York, Flushing, NY 11367, USA

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First published: May 2, 1989

Abstract

Ring opening of the optically active epoxy alcohol (I) with stearic acid anhydride (II) gives the diacylated glycerol tosylate (IIIa) which is converted to the iodide (IIIb).

ChemInform Abstract

Ring opening of the optically active epoxy alcohol (I) with stearic acid anhydride (II) gives the diacylated glycerol tosylate (IIIa) which is converted to the iodide (IIIb). Reaction of (IIIb) with silver diphenyl phosphate (IV) produces the phosphorus acid ester (V) which is transformed into the diacylphosphocholine (VI) by standard procedures.

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