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Synthesis 2017; 49(16): 3654-3661
DOI: 10.1055/s-0036-1588826
DOI: 10.1055/s-0036-1588826
paper
Synthesis of Fluorine-Containing Analogues of 1-Lysoglycerophospholipids via Horner–Wadsworth–Emmons Reaction
Further Information
Publication History
Received: 06 March 2017
Accepted after revision: 10 April 2017
Publication Date:
18 May 2017 (online)
Abstract
An efficient method of synthesizing fluorine-containing analogues of 1-lysoglycerophospholipids (1-LPLs) by introducing a palmitoyl moiety starting from bis(2,2,2-trifluoroethyl)phosphonoacetate (Still–Gennari reagent) is described. The method effectively employs Horner–Wadsworth–Emmons reagents as masked 1-LPL derivatives to prepare a series of analogues of 1-lysophosphatidic acid (1-LPA), 1-lysophosphatidylethanolamine (1-LPE), and 1-lysophosphatidylcholine (1-LPC).
Key words
lysoglycerophospholipid - Horner–Wadsworth–Emmons reaction - fluorine - lysophosphatidic acid - lysophosphatidylethanolamine - lysophosphatidylcholineSupporting Information
- Supporting information for this article is available online at https://doi.org/10.1055/s-0036-1588826.
- Supporting Information
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