Synthesis 2011(4): 549-552  
DOI: 10.1055/s-0030-1258413
PSP
© Georg Thieme Verlag Stuttgart ˙ New York

A Modular Synthesis of Fluorinated, Chiral Polar Lipids

Christoph Bucher, Ryan Gilmour*
Laboratory for Organic Chemistry, ETH Zurich, Wolfgang-Pauli-Strasse 10, 8093 Zurich, Switzerland
Fax: +41(44)6331235; e-Mail: [email protected];
Further Information

Publication History

Received 2 December 2010
Publication Date:
19 January 2011 (online)

Abstract

The synthesis of a small collection of chiral, polar lipids is described starting from (S)-solketal and epichlorohydrin.

    References

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4

(+)-(S)-Solketal is available from a number of suppliers including TCI-Deutschland [25 g = 364.36 CHF]. Epichlorohydrin(racemic) was purchased from Sigma-Aldrich [100 g = 39.76 CHF].

8

Both cis-4-fluoroproline [1 g = 380.77 CHF] and trans-4-fluoroproline [1 g = 559.93 CHF] are commercially available from Bachem.