Rapid Access to Synthetic Lysobisphosphatidic Acids Using PIII Chemistry

Chevallier, Julien; Sakai, Naomi; Robert, Fabien; Kobayashi, Toshihide; Gruenberg, Jean; Matile, Stefan

doi:10.1021/ol0059246

Scientific article

Letter

English

Rapid Access to Synthetic Lysobisphosphatidic Acids Using PIII Chemistry

Contributors

Chevallier, Julien; Sakai, Naomi

; Robert, Fabien; Kobayashi, Toshihide; Gruenberg, Jean; Matile, Stefan

Published in

Organic letters, vol. 2, no. 13, p. 1859-1861

Publication date

2000

Abstract

An expeditious route to synthetic lysobisphosphatidic acid S,S-1, its enantiomer, and regioisomers is reported. Synthetic difficulties concerning lipid stability and stereochemistry are bypassed using a phosphite triester approach in combination with multiple silyl protection. Spectroscopic studies evidence that acyl group migration in S,S-1 is accelerated by nonpolar solvents and inhibited by pyridine.

UNIGE affiliation entities

Faculté des sciences / Section de chimie et biochimie / Département de chimie organique

Citation (ISO format)

CHEVALLIER, Julien et al. Rapid Access to Synthetic Lysobisphosphatidic Acids Using PIII Chemistry. In: Organic letters, 2000, vol. 2, n° 13, p. 1859–1861. doi: 10.1021/ol0059246

Article

Identifiers

PID : unige:6954
DOI : 10.1021/ol0059246
PMID : 10891176

Journal ISSN

1523-7052

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Rapid Access to Synthetic Lysobisphosphatidic Acids Using PIII Chemistry

Contributors

Published in

Publication date

Abstract

UNIGE affiliation entities

Citation (ISO format)

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Journal ISSN

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Creation

First validation

Update

Status update

Last indexation