Title

Reactivity of Tricarbonyl(pentadienyl)iron Cations: Application to the Synthesis of 5-HETE Methyl Ester

Document Type

Article

Language

eng

Publication Date

1991

Publisher

Thieme

Source Publication

Synlett

Source ISSN

0936-5214

Abstract

The synthesis of (5S,6E,8Z,11Z,14Z)-5-hydroxy-6,8,11, 14-icosatetraenoic acid (5-HETE) methyl ester, from tricarbonyl-(1-methoxycarbonylpentadienylium)iron hexafluorophosphate and 1-lithio-1,4-decadiyne, in 11 steps is reported. The stereochemistry of the 6,8-diene portion of the molecule (E,Z) and of the C5 alcohol functionality are controlled by use of the iron(tricarbonyl) adjunct.

Comments

Synlett, Vol. 12 (1991): 895-897. DOI.

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