Indium-Mediated Allylation Reaction in Aqueous Media: Synthetic Studies Towards the Total Synthesis of Dysiherbaine

Jing-Mei Huang; Kai-Chen Xu; Teck-Peng Loh

doi:10.1055/s-2003-38058

SPECIALTOPIC

Indium-Mediated Allylation Reaction in Aqueous Media: Synthetic Studies Towards the Total Synthesis of Dysiherbaine [1]

Jing-Mei Huang, Kai-Chen Xu, Teck-Peng Loh*
Department of Chemistry, National University of Singapore, 3 Science Drive 3, Singapore 11754
e-Mail: chmlohtp@nus.edu.sg;

Abstract

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Abstract

A stereospecific route to the key intermediate 4 for the total synthesis of dysiherbaine has been successfully developed based on the indium-mediated allylation reaction in aqueous media. Further manipulation to the advanced intermediate 28 has resulted in the discovery of a series of highly stereoselective processes.

Key words

indium - allylations - natural products - stereoselectivity - amino acids

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References

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HPLC grade solvent used without distillation.