A Novel and Highly Efficient Asymmetric Synthesis of Epoxides via Chiral Telluronium Ylides

Wen-Hua Ou; Zhi-Zhen Huang

doi:10.1055/s-2005-872169

PAPER

A Novel and Highly Efficient Asymmetric Synthesis of Epoxides via Chiral Telluronium Ylides

Wen-Hua Ou, Zhi-Zhen Huang*
School of Chemistry and Chemical Engineering, Nanjing University, Nanjing 210093, P. R. China
Fax: +86(25)83686240; e-Mail: huangzhizhen0226@163.com;

Abstract

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Abstract

The one-pot reaction of telluronium salt 8, aldehyde, and potassium tert-butoxide proceeded smoothly via chiral benzyl telluronium ylide, producing trans-(2S,3S)-diaryl epoxides with good yields as well as excellent diastereoselectivities and enantioselectivities (up to 99% ee).

Key words

telluronium ylide - asymmetric synthesis - chiral epoxide - enantioselectivity - one-pot reaction

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References

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