The intramolecular nucleophilic 1,5-O-heterocyclization of (η4-dienyl)-tricarbonyliron diols: Conformationally locked phosphocholines

Alain Braun; Jean Paul Lellouche

doi:10.1016/s0040-4039(01)02245-6

The intramolecular nucleophilic 1,5-O-heterocyclization of (η⁴-dienyl)-tricarbonyliron diols: Conformationally locked phosphocholines

Alain Braun, Jean Paul Lellouche

Department of Chemistry

Serv. des Molecules Marquees

Research output: Contribution to journal › Article › peer-review

2 Scopus citations

Abstract

The 1,5-nucleophilic intramolecular O-heterocyclization of ψ-exo-/ψ-endo-(η⁴-dienyl)tricarbonyliron diols occurs under acid catalysis with a 1,2-migration of the complexation site. This cyclization proved to be stereoselective and provided a synthetically useful entry to novel conformationally locked alkylphosphocholines as potential anticancer agents.

Original language	English
Pages (from-to)	727-730
Number of pages	4
Journal	Tetrahedron Letters
Volume	43
Issue number	4
DOIs	https://doi.org/10.1016/s0040-4039(01)02245-6
State	Published - 21 Jan 2002

Bibliographical note

Funding Information:
The authors are grateful to Drs. Yves Rolland, René Grée and Charles Mioskowski for their interest during this work. A.B. thanks the Servier Institute (Suresnes) for its financial support through a research fellowship.

Funding

The authors are grateful to Drs. Yves Rolland, René Grée and Charles Mioskowski for their interest during this work. A.B. thanks the Servier Institute (Suresnes) for its financial support through a research fellowship.

Funders	Funder number
Servier Institute

Keywords

(η-dienyl)tricarbonyliron(+1) cations
1,5-nucleophilic substitution
Anticancer alkylphospholipids
Intramolecular O-heterocyclization

Access to Document

10.1016/s0040-4039(01)02245-6

Cite this

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title = "The intramolecular nucleophilic 1,5-O-heterocyclization of (η4-dienyl)-tricarbonyliron diols: Conformationally locked phosphocholines",

abstract = "The 1,5-nucleophilic intramolecular O-heterocyclization of ψ-exo-/ψ-endo-(η4-dienyl)tricarbonyliron diols occurs under acid catalysis with a 1,2-migration of the complexation site. This cyclization proved to be stereoselective and provided a synthetically useful entry to novel conformationally locked alkylphosphocholines as potential anticancer agents.",

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note = "Funding Information: The authors are grateful to Drs. Yves Rolland, Ren{\'e} Gr{\'e}e and Charles Mioskowski for their interest during this work. A.B. thanks the Servier Institute (Suresnes) for its financial support through a research fellowship.",

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