Silicon tether-aided coupling metathesis: application to the synthesis of attenol A

Pierre Van de Weghe; Darina Aoun; Jean-Guy Boiteau; Jacques Eustache

doi:10.1021/ol0268438

Silicon tether-aided coupling metathesis: application to the synthesis of attenol A

Org Lett. 2002 Nov 14;4(23):4105-8. doi: 10.1021/ol0268438.

Authors

Pierre Van de Weghe¹, Darina Aoun, Jean-Guy Boiteau, Jacques Eustache

Affiliation

¹ Laboratoire de Chimie Organique et Bioorganique associé au CNRS, Université de Haute-Alsace, Ecole Nationale Supérieure de Chimie de Mulhouse, 3 Rue Alfred Werner, F-68093 Mulhouse Cedex, France. p.vandeweghe@uha.fr

PMID: 12423097
DOI: 10.1021/ol0268438

Abstract

A new synthesis of attenol A is described. Key features of this work include a crucial silicon tether-aided coupling metathesis step and the use of iodoetherification as an efficient protection method for 1,5-ene-ols. [reaction: see text]

MeSH terms

Animals
Antineoplastic Agents / chemical synthesis
Antineoplastic Agents / toxicity
Catalysis
Cell Survival / drug effects
Ethers, Cyclic / chemical synthesis*
Ethers, Cyclic / toxicity
Molecular Structure
Silicon*

Substances

Antineoplastic Agents
Ethers, Cyclic
attenol A
Silicon