Synthesis of (–)- and (+)-Gummiferol via Asymmetric Synthesis of Glycidic Amides

Cristina García-Ruiz; Iván Cheng-Sánchez; Francisco Sarabia

doi:10.1055/s-0035-1561606

Synthesis, Table of Contents

Synthesis 2016; 48(11): 1655-1662
DOI: 10.1055/s-0035-1561606

special topic

Synthesis of (–)- and (+)-Gummiferol via Asymmetric Synthesis of Glycidic Amides

Cristina García-Ruiz

Department of Organic Chemistry, Faculty of Sciences, University of Málaga, Campus de Teatinos s/n, 29071 Málaga, Spain Email: frsarabia@uma.es

,

Iván Cheng-Sánchez

Department of Organic Chemistry, Faculty of Sciences, University of Málaga, Campus de Teatinos s/n, 29071 Málaga, Spain Email: frsarabia@uma.es

,

Francisco Sarabia*

Department of Organic Chemistry, Faculty of Sciences, University of Málaga, Campus de Teatinos s/n, 29071 Málaga, Spain Email: frsarabia@uma.es

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Abstract

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Abstract

An efficient synthesis of the natural product (–)-gummiferol is achieved according to a novel asymmetric methodology of epoxide formation based on a new class of chiral sulfonium salts. This new methodology allows the rapid and efficient construction of the diepoxide system contained within the natural product.

Key words

asymmetric synthesis - glycidic amides - chiral sulfonium salts - natural products - diepoxides

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References

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